@article { ISI:000246431300013, title = {Efficient one-pot synthesis of alpha-amino phosphonates catalyzed by bismuth nitrate pentahydrate}, journal = {Synlett}, number = {5}, year = {2007}, month = {MAR}, pages = {745-748}, publisher = {GEORG THIEME VERLAG KG}, type = {Article}, address = {RUDIGERSTR 14, D-70469 STUTTGART, GERMANY}, abstract = {

A simple, efficient, and environmentally benign method has been developed for the synthesis of alpha-amino phosphonates through a one-pot reaction of aldehydes with amines and diethyl phosphite in the presence of bismuth nitrate pentahydrate as a catalyst. Some of the major advantages of this protocol are: good yields, the involvement of a less-expensive and non-toxic catalyst, mild and solvent-free reaction conditions and also tolerance towards other functional groups present in the substrates. Eighteen examples are described, highlighting the substrate scope of the reaction.

}, keywords = {aldehydes, alkyl phosphite, alpha-amino phosphonates, amines, bismuth nitrate pentahydrate, synthetic methods}, issn = {0936-5214}, doi = {10.1055/s-2007-970762}, author = {Bhattacharya, Asish K. and Kaur, Tanpreet} } @article { ISI:000292095800003, title = {Temperature-guided diastereoselectivity switch during the desymmetrization of meso-7-azabicyclo[2.2.1]heptadiene: new strategy towards the synthesis of aminocyclitols}, journal = {Chemistry-A European Journal}, volume = {17}, number = {23}, year = {2011}, month = {MAY}, pages = {6304-6308}, publisher = {WILEY-BLACKWELL}, address = {COMMERCE PLACE, 350 MAIN ST, MALDEN 02148, MA USA}, keywords = {aminocyclitols, azabicycloheptane, desymmetrization, diastereoselectivity, synthetic methods}, issn = {0947-6539}, doi = {10.1002/chem.201100418}, author = {Pandey, Ganesh and Rajender, Salla} } @article { ISI:000320275600007, title = {Desymmetrization approach to the enantiopure syn/anti-1,5-diols via hydrolytic kinetic resolution (hkr) of functionalized meso-bis-epoxides: further elaboration to syn/syn-1,3,5-triols and application to the formal synthesis of cryptocarya diacetate}, journal = {Advanced Synthesis \& Catalysis}, volume = {355}, number = {9}, year = {2013}, month = {JUN}, pages = {1719-1723}, publisher = {WILEY-V C H VERLAG GMBH}, address = {BOSCHSTRASSE 12, D-69469 WEINHEIM, GERMANY}, abstract = {

A new approach has been developed for the synthesis of enantiopure syn/anti-1,5-diols by desymmetrization of functionalized meso-bis-epoxides using hydrolytic kinetic resolution (HKR). The usage of this protocol was demonstrated by converting syn-1,5-diols into syn/syn-1,3,5-triols and its subseqent application to the formal synthesis of cryptocarya diacetate.

}, keywords = {bis-epoxides, cryptocarya diacetate, desymmetrization, stereoselective reduction, synthetic methods}, issn = {1615-4150}, doi = {10.1002/adsc.201300098}, author = {Kumar, Pradeep and Chowdhury, Partha Sarathi and Pandey, Menaka} } @article { ISI:000321573300021, title = {Total synthesis of umuravumbolide and hyptolide through silicon-tethered ring-closing metathesis}, journal = {European Journal of Organic Chemistry}, volume = {2013}, number = {21}, year = {2013}, month = {JUL}, pages = {4586-4593}, publisher = {WILEY-V C H VERLAG GMBH}, address = {BOSCHSTRASSE 12, D-69469 WEINHEIM, GERMANY}, abstract = {

The total synthesis of umuravumbolide and hyptolide has been achieved in a efficient manner by using temporary silicon-tethered ring-closing metathesis and cross-coupling reactions as key steps. The stereogenic centres were generated by means of proline-catalysed -aminoxylation of aldehydes and Brown{\textquoteright}s asymmetric allylation method.

}, keywords = {lactones, Metathesis, Silanes, synthetic methods, Total synthesis, Wittig reactions}, issn = {1434-193X}, doi = {10.1002/ejoc.201300302}, author = {Chowdhury, Partha Sarathi and Kumar, Pradeep} } @article { ISI:000346624500002, title = {Efficient synthesis of 1,5-benzodiazepines catalyzed by bismuth nitrate}, journal = {Indian Journal of Chemistry Section B-Organic Chemistry including Medicinal Chemistry}, volume = {53}, number = {12}, year = {2014}, month = {DEC}, pages = {1561-1567}, publisher = {COUNCIL SCIENTIFIC \& INDUSTRIAL RES}, address = {ANUSANDHAN BHAWAN, 2 RAFI MARG, NEW DELHI, 110001, INDIA}, abstract = {

An efficient method has been developed for the synthesis of biologically active 1,5-benzodiazepines in one-pot by reacting o-phenylenediamine and ketones catalyzed by bismuth nitrate pentahydrate at room temperature or under microwave irradiation.

}, keywords = {1, 5-benzodiazepines, bismuth nitrate pentahydrate, o-Phenylenediamine, synthetic methods}, issn = {0376-4699}, author = {Bhattacharya, Asish K. and Dange, Santoshkumar S. and Polanki, Innaiah K. and Chand, Hemender R.} } @article { ISI:000339493400008, title = {General approach to N-heterocyclic carbenes with a fused tetracyclic core: ligands for suzuki-miyaura cross-coupling reaction}, journal = {European Journal of Organic Chemistry}, number = {21}, year = {2014}, month = {JUL}, pages = {4482-4486}, publisher = {WILEY-V C H VERLAG GMBH}, address = {BOSCHSTRASSE 12, D-69469 WEINHEIM, GERMANY}, abstract = {

The synthesis of an N-heterocyclic carbene (NHC) based on a tetracyclic scaffold by using simple, general, and scalable chemistry is disclosed. The developed route is suitable for introducing multiple substitutions on the tetracyclic scaffold. The utility of the present NHC as a ligand in the Suzuki-Miyaura cross-coupling reaction is demonstrated with a low catalyst loading.

}, keywords = {C-C coupling, carbenes, Homogeneous catalysis, N ligands, synthetic methods}, issn = {1434-193X}, doi = {10.1002/ejoc.201402378}, author = {Sutar, Revannath L. and Kumar, Vinod and Shingare, Rahul D. and Thorat, Shridhar and Gonnade, Rajesh G. and Reddy, D. Srinivasa} } @article { ISI:000339494600024, title = {Stereoselective approach to 2,6-disubstituted piperidin-3-ol: synthesis of (-)-deoxoprosopinine and (+)-deoxoprosophylline}, journal = {European Journal of Organic Chemistry}, number = {22}, year = {2014}, month = {AUG}, pages = {4897-4902}, publisher = {WILEY-V C H VERLAG GMBH}, address = {BOSCHSTRASSE 12, D-69469 WEINHEIM, GERMANY}, abstract = {

A simple and highly efficient approach to an enantioenriched 2,6-disubstituted piperidin-3-ol skeleton is developed from an aldehyde as a starting material by using organocatalytic and asymmetric dihydroxylation as the key steps. Its application to the total synthesis of (-)-deoxoprosopinine and (+)-deoxoprosophylline is also reported.

}, keywords = {alkaloids, Amination, Amino alcohols, synthetic methods, Wittig reactions}, issn = {1434-193X}, doi = {10.1002/ejoc.201402363}, author = {Jha, Vishwajeet and Kauloorkar, Shruti Vandana and Kumar, Pradeep} } @article { ISI:000362749100016, title = {Modular synthesis of biaryl-substituted phosphine ligands: application in microwave-assisted palladium-catalyzed C-N cross-coupling reactions}, journal = {European Journal of Organic Chemistry}, number = {29}, year = {2015}, month = {OCT}, pages = {6515-6525}, publisher = {WILEY-V C H VERLAG GMBH}, address = {POSTFACH 101161, 69451 WEINHEIM, GERMANY}, abstract = {

Biaryl-substituted monophosphine-based ligands have been synthesized by transition-metal-free ARYNE cross-coupling reaction of aryllithiums with 1,2-dibromobenzene and subsequent regioselective functionalization through bromine-lithium interconversion. These ligands were employed in palladium-catalyzed C-N bond-forming reactions. The reaction was found to be general with wide substrate applicability. A wide variety of both primary and secondary amines were successfully coupled with an array of differently substituted halobenzenes under microwave irradiation to give the expected products in good to excellent yields. A number of biaryl-substituted phosphine ligands screened for the coupling reaction showed that steric bulk and the electronic properties of substituents on phosphorus play a crucial role in governing the catalytic activity of C-N cross-coupling reactions.

}, keywords = {Biaryls, Cross-coupling, Homogeneous catalysis, Microwave chemistry, Palladium, Phosphines, synthetic methods}, issn = {1434-193X}, doi = {10.1002/ejoc.201500962}, author = {Singh, Chandani and Rathod, Jayant and Jha, Vishwajeet and Panossian, Armen and Kumar, Pradeep and Leroux, Frederic R.} } @article { ISI:000354213400020, title = {Modular synthesis of dihydroxyacetone monoalkyl ethers and isosteric 1-hydroxy-2-alkanones}, journal = {European Journal of Organic Chemistry}, number = {13}, year = {2015}, month = {MAY}, pages = {2960-2964}, publisher = {WILEY-V C H VERLAG GMBH}, address = {BOSCHSTRASSE 12, D-69469 WEINHEIM, GERMANY}, abstract = {

Straightforward methods for the efficient, systematic preparation of libraries of the title compound classes have been evaluated. A general and efficient modular route to dihydroxyacetone monoethers was developed based on trityl glycidol, which, through epoxide opening, oxidation, and deprotection, provided variously alkylated ethers by three routine operations in good overall yields (eight examples, 24-59\%). The preparation of structurally related 1-hydroxyalkanones depends on the availability of the most economic starting materials and on their physicochemical properties. Thus, the most practical one-step approaches consisted of the sec-selective oxidation of short-chain 1,2-diols (\<= C-6) using NaOCl, and the direct ketohydroxylation of 1-alkenes (\>= C-6) using buffered stoichiometric KMnO4 or catalytic RuO4 with reoxidation by oxone, for which mostly good overall yields were achieved on a multigram scale (nine examples, 15-78\%).

}, keywords = {Alkylation, Hydroxylation, Ketones, Oxidation, Oxygenation, Regioselectivity, synthetic methods}, issn = {1434-193X}, doi = {10.1002/ejoc.201403695}, author = {Gueclue, Deniz and Rale, Madhura and Fessner, Wolf-Dieter} } @article { ISI:000367722500058, title = {N-Heterocyclic carbene catalyzed oxidative coupling of alkenes/alpha-bromoacetophenones with aldehydes: a facile entry to alpha,beta-epoxy ketones}, journal = {Angewandte Chemie-International Edition}, volume = {54}, number = {47}, year = {2015}, month = {NOV}, pages = {14150-14153}, publisher = {WILEY-V C H VERLAG GMBH}, address = {POSTFACH 101161, 69451 WEINHEIM, GERMANY}, abstract = {

{A novel, N-heterocyclic carbene (NHC) catalyzed direct oxidative coupling of styrenes with aldehydes has been described for the synthesis of alpha,beta-epoxy ketones in good yields. This unprecedented regioselective oxidative coupling employs NBS/DBU/DMSO (DBU = 1,8-diazabicyclo [5.4. 0] undec-7-ene

}, keywords = {aldehydes, epoxidation, N-heterocyclic carbenes, Oxidation, synthetic methods}, issn = {1433-7851}, doi = {10.1002/anie.201507363}, author = {Reddi, Rambabu N. and Prasad, Pragati K. and Sudalai, Arumugam} } @article {45600, title = {Unusual route to synthesize indolizines through a domino SN2/michael addition reaction between 2-mercaptopyridine and nitroallylic acetates}, journal = {European Journal of Organic Chemistry}, year = {2019}, month = {JAN}, pages = {765-769}, type = {Article}, abstract = {

A straightforward synthesis of indolizines has been demonstrated from the reaction of 2-mercaptopyridine and nitroallylic acetates in the presence of a base. The products were obtained in good isolated yield under relatively mild reaction conditions. The mechanistic insight of the reaction has been revealed by performing some control experiments demonstrating that the reaction is initiated by a sequential SN2/Michael addition reaction followed by removal of the sulfur moiety.

}, keywords = {domino reactions, Michael addition, nitrogen heterocycles, nucleophilic substitution, synthetic methods}, issn = {1434-193X}, doi = {10.1002/ejoc.201801426}, author = {Roy, S.} } @article {46811, title = {Triethyl phosphite/benzoyl peroxide mediated reductive dealkylation of O-benzoylhydroxylamines: a cascade synthesis of secondary amides}, journal = {European Journal of Organic Chemistry}, volume = {2020}, year = {2020}, month = {JUL}, pages = {4235-4238}, type = {Article}, abstract = {

A new triethyl phosphite/benzoyl peroxide (BPO) mediated system has been developed for the synthesis of secondary amides with good to excellent yields in a single step. This unprecedented cascade process involves sequential reduction of N-O bond and benzoylation followed by dealkylation of N-C bond ofO-benzoylhydroxylamines (O-BHA). The methodology is versatile as it tolerates a variety of aromatic and aliphaticO-BHA as substrates to access secondary amides.

}, keywords = {Amides, Cascade reactions, O-Benzoylhydroxylamines, Redox reactions, synthetic methods}, issn = {1434-193X}, doi = {10.1002/ejoc.202000611, Early Access Date = JUN 2020}, author = {Aegurla, Balakrishna and Mandle, Ram D. and Shinde, Prasad G. and Parit, Ratan S. and Kamble, Sanjay P. and Sudalai, Arumugam and Senthilkumar, Beeran} }