@article { ISI:000251574400013, title = {Phosphine ligand and base-free, Pd-catalyzed oxidative cross-coupling reaction of arylboronic acids with arylmercuric acetates}, journal = {Arkivoc}, number = {14}, year = {2007}, month = {JAN}, pages = {126-133}, publisher = {ARKAT USA INC}, type = {Article}, address = {C/O ALAN R KATRITZKY, UNIV FLORIDA, DEPT CHEMISTRY, PO BOX 117200, GAINESVILLE, FL 32611 USA}, abstract = {

Arylmercuric acetates have been found to undergo Suzuki type cross coupling reactions with arylboronic acids catalyzed by palladium salts in non-polar solvents under ambient conditions to give biaryl derivatives in high yields. The reaction is mild and does not require any organic or inorganic base nor a phosphine ligand.

}, keywords = {Arylboronic acid, arylmercuric acetate, palladium salts, Suzuki coupling}, issn = {1424-6376}, author = {Emmanuvel, Lourdusamy and Sudalai, Arumugam} } @article { ISI:000299582200011, title = {Pd-catalyzed selective hydrosilylation of aryl ketones and aldehydes}, journal = {Tetrahedron Letters}, volume = {53}, number = {2}, year = {2012}, month = {JAN}, pages = {148-150}, publisher = {PERGAMON-ELSEVIER SCIENCE LTD}, address = {THE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, ENGLAND}, abstract = {

Pd salts in combination with triethylsilane as hydride source and DMF as solvent has been found to be excellent catalytic combination that selectively reduces aryl ketones and aldehydes under mild conditions to afford triethylsilyloxy compounds in excellent yields. Product selectivity to the respective benzyl alcohols can however be achieved when the reaction was performed in DMF/H2O (4:1) as solvent system. (C) 2011 Elsevier Ltd. All rights reserved.

}, keywords = {aldehydes, Hydrosilylation, Ketones, Palladium, Triethylsilane}, issn = {0040-4039}, doi = {10.1016/j.tetlet.2011.10.155}, author = {Chouthaiwale, Pandurang V. and Rawat, Varun and Sudalai, Arumugam} } @article { ISI:000318917000003, title = {Proline catalyzed sequential alpha-aminooxylation or -amination/reductive cyclization of o-nitrohydrocinnamaldehydes: a high yield synthesis of chiral 3-substituted tetrahydroquinolines}, journal = {Organic \& Biomolecular Chemistry}, volume = {11}, number = {22}, year = {2013}, month = {APR}, pages = {3608-3611}, publisher = {ROYAL SOC CHEMISTRY}, address = {THOMAS GRAHAM HOUSE, SCIENCE PARK, MILTON RD, CAMBRIDGE CB4 0WF, CAMBS, ENGLAND}, abstract = {

A new sequential organocatalytic method for the synthesis of chiral 3-substituted (X = OH, NH2) tetrahydroquinoline derivatives (THQs) [ee up to 99\%, yield up to 87\%] based on alpha-aminooxylation or -amination followed by reductive cyclization of o-nitrohydrocinnamaldehydes has been described. This methodology has been efficiently demonstrated in the synthesis of two important bioactive molecules namely (-)-sumanirole (96\% ee) and 1-[(S)-3-(dimethylamino)-3,4-dihydro-6,7-dimethoxy-quinolin-1(2H)-yl]- propanone (92\% ee).

}, issn = {1477-0520}, doi = {10.1039/c3ob40320c}, author = {Rawat, Varun and Kumar, B. Senthil and Sudalai, Arumugam} } @article { ISI:000350056800015, title = {Proline-catalyzed alpha-aminooxylation of beta-amino aldehydes: access to enantiomerically pure syn- and anti-3-amino-3-aryl-1,2-alkanediols}, journal = {Synlett}, volume = {26}, number = {3}, year = {2015}, month = {FEB}, pages = {355-358}, publisher = {GEORG THIEME VERLAG KG}, address = {RUDIGERSTR 14, D-70469 STUTTGART, GERMANY}, abstract = {

A new synthetic method for enantioselective synthesis of syn 3-amino-3-aryl-1,2-alkanediols via praline catalyzed alpha-aminaoxn y ylation of beta-amino aldehydes des are described. This methodology is successfully applied to a concise and protecting group-free asymmetric synthesis of (-)-cytoxazone (+)-epi-cytoxazone and formal synthesis of N-thiolated 2-oxazolidinone.

}, keywords = {amino aldehydes, Asymmetric synthesis, catalysis, diastereoselectivity, Enantioselectivity, Natural product}, issn = {0936-5214}, doi = {10.1055/s-0034-1379735}, author = {Venkataramasubramanian, V. and Kiran, I. N. Chaithanya and Sudalai, Arumugam} } @article { ISI:000349934600083, title = {Proline-catalyzed sequential syn-mannich and [4+1]-annulation cascade reactions to form densely functionalized pyrrolidines}, journal = {Journal of Organic Chemistry}, volume = {80}, number = {3}, year = {2015}, month = {FEB}, pages = {2024-2031}, publisher = {AMER CHEMICAL SOC}, address = {1155 16TH ST, NW, WASHINGTON, DC 20036 USA}, abstract = {

A highly efficient one-pot [4 + 1]-annulation process for the asymmetric synthesis of densely functionalized pyrrolidine derivatives is described. The in situ generated syn-Mannich adduct obtained via proline catalysis acts as a four-atom component, and Coreys sulfur ylide or ethyl bromoacetate acts as a one-atom carbon source to construct pyrrolidine units in a highly enantio- and diastereoselective manner.

}, issn = {0022-3263}, doi = {10.1021/jo5028886}, author = {Aher, Ravindra D. and Kumar, B. Senthil and Sudalai, Arumugam} } @article { ISI:000380182400035, title = {Palladium-catalyzed internal nucleophile-assisted hydration-olefin insertion cascade: diastereoselective synthesis of 2,3-dihydro-1H-inden-1-ones}, journal = {Organic Letters}, volume = {18}, number = {14}, year = {2016}, month = {JUL}, pages = {3442-3445}, publisher = {AMER CHEMICAL SOC}, address = {1155 16TH ST, NW, WASHINGTON, DC 20036 USA}, abstract = {

A novel palladium-catalyzed hydration-olefin insertion cascade assisted by internal nucleophiles was developed for the synthesis of biologically significant 2,3-dihydro-1H-inden-1-ones under mild conditions. A detailed mechanistic study revealed that the assistance of the internal nucleophiles is crucial to trigger the cascade reaction via nucleopalladation of the alkyne moiety. The overall reaction is equivalent to regioselective hydration of alkynes followed by intramolecular Michael addition. This highly efficient and 100\% atom-economical domino sequence afforded cis-2,3-disubstituted 2,3-dihydro-1H-inden-1-ones in excellent yields (up to 99\%) with complete diastereoselectivity.

}, issn = {1523-7060}, doi = {10.1021/acs.orglett.6b01623}, author = {Vinoth, Perumal and Nagarajan, Subbiah and Maheswari, C. Uma and Sudalai, Arumugam and Pace, Vittorio and Sridharan, Vellaisamy} } @article { ISI:000369203800013, title = {Pd-catalyzed reductive cleavage of N-N bond in dibenzyl-1-alkylhydrazine-1,2-dicarboxylates with PMHS: application to a formal enantioselective synthesis of (R)-sitagliptin}, journal = {Tetrahedron Letters}, volume = {57}, number = {6}, year = {2016}, month = {FEB}, pages = {684-687}, publisher = {PERGAMON-ELSEVIER SCIENCE LTD}, address = {THE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, ENGLAND}, abstract = {

An environmentally benign approach involving Pd-catalyzed reductive N-N bond cleavage in dibenzyl-1-alkylhydrazine-1,2-dicarboxylates leading to the synthesis of N-(tert-butoxy)carbamates under very mild conditions has been described. PMHS serves as an inexpensive source of hydride in MeOH/deionized H2O medium. This protocol has been successfully applied in the formal synthesis of (R)-sitagliptin, an anti-diabetic drug. (C) 2015 Elsevier Ltd. All rights reserved.

}, keywords = {anti-Diabetic, Environmentally benign, Hydrazine, PMHS, Reductive cleavage}, issn = {0040-4039}, doi = {10.1016/j.tetlet.2015.12.116}, author = {Dey, Soumen and Gadakh, Sunita K. and Ahuja, Brij Bhushan and Kamble, Sanjay P. and Sudalai, Arumugam} } @article {43616, title = {Proline catalyzed enantioselective synthesis of (2S,3S)-3-hydroxypipecolic acid and formal synthesis of (+)-swainsonine}, journal = {Tetrahedron Letters}, volume = {57}, year = {2016}, month = {MAY}, pages = {2021-2024}, abstract = {A short enantioselective synthesis of (2S,3S)-3-hydroxypipecolic acid (overall yield: 18.8\%; 96\% ee) and formal synthesis of (+)-swainsonine (overall yield: 13.6\%; 96\% ee) have been described starting from commercially available acrolein. The synthetic strategy involves a high enantioselective L-proline catalyzed sequential c-amination and diastereoselective (dr > 99:1) Barbier allylation of aldehyde in one-pot as the key reaction. (C) 2016 Elsevier Ltd. All rights reserved.}, doi = {10.1016/j.tetlet.2016.03.042}, author = {Aher, Ravindra D. and Sudalai, Arumugam} } @article {46352, title = {Proline catalyzed sequential alpha-amination/ Prins/ Ritter amidation of aldehydes: new method of construction of tetrahydropyran units}, journal = {Indian Journal of Chemistry Section B-Organic Chemistry Including Medicinal Chemistry}, volume = {58}, year = {2019}, month = {SEP}, pages = {1019-1028}, type = {Article}, abstract = {

An efficient {\textquoteleft}{\textquoteleft}one-pot{\textquoteright}{\textquoteright} synthetic method toward highly substituted tetrahydrofuran (THP) units is reported. The key transformation involves an atom-efficient sequential proline catalyzed alpha-amination of aldehydes to give alpha-aminated aldehydes in situ and the subsequent cyclomerization with homoallylic alcohols under Prins/Ritter conditions. Notably, this method provides access to enantiopure 1,2-syn and 1,4-anti diamino alcohols via reductive ring opening of THP units.

}, keywords = {alpha-aminoxylation, organocatalysis, Proline catalyzed, sequential, tetrahydropyran unit}, issn = {0376-4699}, author = {Ahuja, Brijbhushan and Gadakh, Sunita and Sudalai, Arumugam} } @article {46610, title = {P2O5-mediated Friedel-Crafts acylation of activated arenes with carboxylic acid as acylating agent}, journal = {Indian Journal of Chemistry Section B-Organic Chemistry Including Medicinal Chemistry}, volume = {59}, year = {2020}, month = {DEC}, pages = {1861-1867}, type = {Article}, abstract = {

P2O5 has been found to be a highly efficient and environmental friendly catalyst for the liquid-phase acylation of activated aromatic substrates giving aromatic ketones (45-93\%) in a regioselective manner. Both aromatic and aliphatic carboxylic acids can be employed as acylating source. The process is particularly demonstrated at 100 g scale in the case of anisole and acetic acid to produce 4-methoxyacetophenone.

}, keywords = {4-methoxyacetophenone, Carboxylic acid, Friedel-Crafts acylations, phosphorus pentoxide}, issn = {0376-4699}, author = {Kalshetti, Rupali G. and Mandle, Ram D. and Kamble, Sanjay P. and Sudalai, Arumugam} }