@article { ISI:000239270000033, title = {Cu(OTf)(2) or Et3N-catalyzed three-component condensation of aldehydes, amines and cyanides: a high yielding synthesis of alpha-aminonitriles}, journal = {Tetrahedron Letters}, volume = {47}, number = {32}, year = {2006}, month = {AUG}, pages = {5759-5762}, publisher = {PERGAMON-ELSEVIER SCIENCE LTD}, type = {Article}, address = {THE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, ENGLAND}, abstract = {

Copper(II) triflate or Et3N have been found to catalyze, under ambient conditions, the addition of a cyanide anion, such as trimethylsilyl cyanide or acetone cyanohydrin, onto in situ generated imines, furnishing alpha-aminonitriles in excellent yields. (c) 2006 Elsevier Ltd. All rights reserved.

}, keywords = {aldehydes, aminonitriles, multicomponent reactions, organocatalyst, Strecker reaction}, issn = {0040-4039}, doi = {10.1016/j.tetlet.2006.06.008}, author = {Paraskar, Abhimanyu S. and Sudalai, Arumugam} } @article { ISI:000309634900001, title = {Practical and highly efficient protocol for multicomponent synthesis of beta-phosphonomalononitriles and 2-amino-4H-chromen-4-yl phosphonates using diethylamine as a novel organocatalyst}, journal = {Comptes Rendus Chimie}, volume = {15}, number = {9}, year = {2012}, month = {SEP}, pages = {745-752}, publisher = {ELSEVIER FRANCE-EDITIONS SCIENTIFIQUES MEDICALES ELSEVIER}, address = {23 RUE LINOIS, 75724 PARIS, FRANCE}, abstract = {

Diethylamine has been demonstrated for the first time to be a highly efficient organocatalyst in the solvent-free synthesis of beta-phosphonomalononitriles by a three component condensation of aldehyde, malononitrile and dialkyl phosphite at ambient temperature. The applicability of the same catalyst in the synthesis of diethyl (2-amino-3-cyano-chromene-4-yl) phosphonic acid esters has also been described. (c) 2012 Published by Elsevier Masson SAS on behalf of Academie des sciences.

}, keywords = {2-amino-4H-chromenes, beta-phosphonomalononitriles, diethylamine, multicomponent reactions, organocatalyst, Phospha-Michael reaction}, issn = {1631-0748}, doi = {10.1016/j.crci.2012.07.001}, author = {Kulkarni, M. A. and Pandurangi, V. R. and Desai, Uday V. and Wadgaonkar, P. P.} } @article { ISI:000322943000001, title = {Diethylamine: a smart organocatalyst in eco-safe and diastereoselective synthesis of medicinally privileged 2-amino-4H-chromenes at ambient temperature}, journal = {Comptes Rendus Chimie}, volume = {16}, number = {8}, year = {2013}, month = {AUG}, pages = {689-695}, publisher = {ELSEVIER FRANCE-EDITIONS SCIENTIFIQUES MEDICALES ELSEVIER}, address = {23 RUE LINOIS, 75724 PARIS, FRANCE}, abstract = {

Diethylamine has been demonstrated to be an efficient organocatalyst in the diastereoselective synthesis of Bcl-2 protein antagonist (HA-14-1) and of its structural analogues by one-pot condensation between salicylaldehyde and three different C-H acids, viz, ethyl cyanoacetate, phenylsulfonyl acetonitrile, and malononitrile. Easy commercial availability of the catalyst at extremely low cost and avoidance of conventional work-up as well as purification procedures qualifies this scalable protocol for a {\textquoteleft}{\textquoteleft}near-ideal synthesis{\textquoteright}{\textquoteright}. (c) 2013 Academie des sciences. Published by Elsevier Masson SAS. All rights reserved.

}, keywords = {2-amino-4H-chromenes, Active methylene compounds (C-H acids), diethylamine, multicomponent reactions, organocatalyst}, issn = {1631-0748}, doi = {10.1016/j.crci.2013.02.016}, author = {Kulkarni, Makarand A. and Pandit, Kapil S. and Desai, Uday V. and Lad, Uday P. and Wadgaonkar, Prakash P.} } @article { ISI:000327155500005, title = {Role of additives in chiral amine-catalyzed direct aldol reaction}, journal = {Synthetic Communications}, volume = {44}, number = {3}, year = {2014}, month = {FEB}, pages = {352-360}, publisher = {TAYLOR \& FRANCIS INC}, address = {325 CHESTNUT ST, SUITE 800, PHILADELPHIA, PA 19106 USA}, abstract = {

A systematic study of chiral adducts derived from amines as catalysts for aldol reaction revealed that enantioselective outcome depends on the chiral enamine intermediate and not the face-selective activation of aldehyde. A simple addition compound of proline and 8-hydroxy quinoline was found to be a good catalyst. [Supplementary materials are available for this article. Go to the publisher{\textquoteright}s online edition of Synthetic Communications (R) for the following free supplemental resource(s): Full experimental and spectral details.]

}, keywords = {Additives, Aldol reaction, chiral amines, organocatalyst, pyrrolidine-catalyzed}, issn = {0039-7911}, doi = {10.1080/00397911.2013.805231}, author = {Sutar, R. L. and Joshi, Navalkishore N.} } @article { ISI:000341004800003, title = {Simple, economical, and environmentally benign protocol for the synthesis of 2-amino-3,5-dicarbonitrile-6-sulfanylpyridines at ambient temperature}, journal = {Green Chemistry Letters and Reviews}, volume = {7}, number = {3}, year = {2014}, month = {JUN}, pages = {228-235}, publisher = {TAYLOR \& FRANCIS LTD}, address = {4 PARK SQUARE, MILTON PARK, ABINGDON OX14 4RN, OXON, ENGLAND}, abstract = {

A simple, economical, and environmentally benign protocol has been described for one-pot synthesis of medicinally privileged 2-amino-3,5-dicarbonitrile-6-sulfanylpyridines by three-component condensation between aldehyde, malononitrile, and thiol using diethylamine as a catalyst. Ambient temperature and avoidance of conventional work-up as well as purification procedure qualify this cost-effective protocol for {\textquoteleft}{\textquoteleft}green synthesis.{\textquoteright}{\textquoteright}

}, keywords = {5-dicarbonitriles, diethylamine, green chemistry, multicomponent reactions, organocatalyst, pyridine-3}, issn = {1751-8253}, doi = {10.1080/17518253.2014.925144}, author = {Desai, Uday V. and Kulkarni, Makarand A. and Pandit, Kapil S. and Kulkarni, Aparna M. and Wadgaonkar, Prakash P.} } @article { ISI:000377425900059, title = {Problem solving and environmentally benign approach toward diversity oriented synthesis of novel 2-amino-3-phenyl (or Alkyl) sulfonyl-4H-chromenes at ambient temperature}, journal = {ACS Sustainable Chemistry \& Engineering}, volume = {4}, number = {6}, year = {2016}, month = {JUN}, pages = {3450-3464}, publisher = {AMER CHEMICAL SOC}, address = {1155 16TH ST, NW, WASHINGTON, DC 20036 USA}, abstract = {

A problem solving, environmentally benign, and diversity oriented protocol has been described for multi component synthesis of medicinally privileged 2-amino-3-phenyl (or methyl) sulfonyl-4H-chromenes by one-pot, three component condensation among aldehydes, phenyl (or methyl) sulphonyl acetonitrile, and alpha-naphthol, 3-dimethylamino phenol, 4-hydroxy-N-methyl-quinoline-2-one as well as 4-hydroxycarbazole, using diethylamine as an efficient organo catalyst. The catalyst employed is commercially available, inexpensive, and nontoxic. Ambient reaction conditions, very high yields, wide scope, and avoidance of conventional isolation as well as chromatographic purification have improved the practical utility of this protocol manifold.

}, keywords = {2-Amino-3-methylsulfonyl-4H-chromenes, 2-Amino-3-phenylsulfonyl-4H-chromenes, diethylamine, green chemistry, Multicomponent synthesis, organocatalyst}, issn = {2168-0485}, doi = {10.1021/acssuschemeng.6b00484}, author = {Pandit, Kapil S. and Kupwade, Ravindra V. and Chavan, Pramod V. and Desai, Uday V. and Wadgaonkar, Prakash P. and Kodam, Kisan M.} } @article {46317, title = {Ortho-oxygenative 1,2-difunctionalization of diarylalkynes under merged gold/organophotoredox relay catalysis}, journal = {Chemistry-An Asian Journal}, year = {2019}, month = {OCT}, type = {Article; Early Access}, abstract = {

Reported herein is an ortho-oxygenative 1,2-difunctionalization of diarylalkynes under merged gold/organophotoredox catalysis to access highly functionalized 2-(2-hydroxyaryl)-2-alkoxy-1-arylethan-1-ones. Detailed mechanistic studies suggested a relay process, initiating with gold-catalyzed hydroalkoxylation of alkynes, to generate enol-ether followed by a key formal [4+2]-cycloaddition reaction. The successful application of the present methodology was also shown for the synthesis of benzofurans.

}, keywords = {binary catalyst system, Gold catalysis, organocatalyst, photoredox, synthetic methodology}, issn = {1861-4728}, doi = {10.1002/asia.201901275}, author = {Sancheti, Shashank P. and Akram, Manjur O. and Roy, Rupam and Bedi, Vaibhav and Kundu, Shubhankar and Patil, Nitin T.} } @article {46834, title = {Highly efficient chemoselective N-tert butoxycarbonylation of aliphatic/aromatic/heterocyclic amines using diphenylglycoluril as organocatalyst}, journal = {Tetrahedron}, volume = {76}, year = {2020}, month = {JUN }, pages = {131223}, type = {Article}, abstract = {

An efficient approach for the Chemoselective N-tert-butoxycarbonylation of a variety of amines using diphenylglycoluril as organocatalyst has been described. For the first time, a plausible mechanism for the N-tert-butoxycarbonylation has been proposed using density functional theory (DFT) calculations supported by NMR studies. The reusability of the organocatalyst and observation of the desired N-Boc protected amines being formed without the formation of side products like urea, oxazolidinone, isocyanate, and N, N-di-Boc derivatives makes the present protocol desirable. (C) 2020 Elsevier Ltd. All rights reserved.

}, keywords = {DFT studies, Diphenylglycouril, N-tert butoxycarbonylation, organocatalyst, Proton shuttle mechanism}, issn = {0040-4020}, doi = {10.1016/j.tet.2020.131223}, author = {Awasthi, Amardeep and Mukherjee, Anagh and Singh, Mandeep and Rathee, Garima and Vanka, Kumar and Chandra, Ramesh} }