@article { ISI:000319721200042, title = {CuCN-Mediated cascade cyclization of 4-(2-bromophenyl)-2-butenoates: a high-yield synthesis of substituted naphthalene amino esters}, journal = {Journal of Organic Chemistry}, volume = {78}, number = {10}, year = {2013}, month = {MAY}, pages = {5045-5050}, publisher = {AMER CHEMICAL SOC}, address = {1155 16TH ST, NW, WASHINGTON, DC 20036 USA}, abstract = {

A new method of CuCN-mediated one-pot cyclization of 4-(2-bromophenyl)-2-butenoates leading to efficient synthesis of substituted naphthalene amino esters including phenanthrene aromatic structural units is described. Deuterium labeling studies establish that this one-pot cascade cyclization proceeds through isomerization of olefin, intramolecular C-C bond cyclization, and aromatization as the key intermediates, all occurring in a single step.

}, issn = {0022-3263}, doi = {10.1021/jo400244h}, author = {Reddy, R. Santhosh and Prasad, Pragati K. and Ahuja, Brij Bhushan and Sudalai, Arumugam} } @article { ISI:000338988800008, title = {Copper(I) bromide-catalyzed carbonylative coupling of aryl halides with phenols, alcohols and amines using sodium cyanide as C-1 source: a synthesis of carboxylic acid derivatives}, journal = {Advanced Synthesis \& Catalysis}, volume = {356}, number = {10}, year = {2014}, month = {JUL}, pages = {2231-2238}, publisher = {WILEY-V C H VERLAG GMBH}, address = {BOSCHSTRASSE 12, D-69469 WEINHEIM, GERMANY}, abstract = {

A new {\textquoteleft}{\textquoteleft}carbon monoxide-free{\textquoteright}{\textquoteright} synthesis of carboxylate derivatives via carbonylative coupling of aryl bromides with phenols, alcohols, amines and acids in the presence of copper(I) bromide as catalyst and sodium cyanide in a stoichiometric amount has been developed. Its intramolecular version provides for the preparation of lactones (e.g., isochroman-1-ones and isobenzfuranones), imides, anhydrides and lactams in excellent yields (73-96\%).

}, keywords = {anhydrides, C-1 building blocks, isochroman-1-ones, lactams, lactones}, issn = {1615-4150}, doi = {10.1002/adsc.201301155}, author = {Prasad, Pragati K. and Sudalai, Arumugam} } @article { ISI:000344635200043, title = {I-2-catalyzed regioselective Oxo- and hydroxy-acyloxylation of alkenes and enol ethers: a facile access to alpha-acyloxyketones, esters, and diol derivatives}, journal = {Organic Letters}, volume = {16}, number = {21}, year = {2014}, month = {NOV}, pages = {5674-5677}, publisher = {AMER CHEMICAL SOC}, address = {1155 16TH ST, NW, WASHINGTON, DC 20036 USA}, abstract = {

I-2-catalyzed oxo-acyloxylation of alkenes and enol ethers with carboxylic acids providing for the high yield synthesis of a-acyloxyketones and esters is described. This unprecedented regioselective oxidative process employs TBHP and Et3N in stoichiometric amounts under metal-free conditions in DMSO as solvent. Additionally, I-2-catalysis allows the direct hydroxy-acyloxylation of alkenes with the sequential addition of BH3 center dot SMe2 leading to monoprotected diol derivatives in excellent yields.

}, issn = {1523-7060}, doi = {10.1021/ol5027393}, author = {Reddi, Rambabu N. and Prasad, Pragati K. and Sudalai, Arumugam} } @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 { ISI:000372175300004, title = {I-2-mediated regioselective C-3 azidation of indoles}, journal = {Organic \& Biomolecular Chemistry}, volume = {14}, number = {11}, year = {2016}, month = {FEB}, pages = {3027-3030}, publisher = {ROYAL SOC CHEMISTRY}, address = {THOMAS GRAHAM HOUSE, SCIENCE PARK, MILTON RD, CAMBRIDGE CB4 0WF, CAMBS, ENGLAND}, abstract = {

An unprecedented synthesis of novel 3-azido indoles has been developed using I-2 and NaN3 in high yields and excellent regio-selectivity. The reaction proceeds under metal-free conditions at room temperature. Essentially, an umpolung in reactivity at the C-3 position of indole has been achieved by the activation of indoles with I-2.

}, issn = {1477-0520}, doi = {10.1039/c6ob00295a}, author = {Prasad, Pragati K. and Kalshetti, Rupali G. and Reddi, Rambabu N. and Kamble, Sanjay P. and Sudalai, Arumugam} } @article { ISI:000369072900005, title = {N-heterocyclic-carbene-catalyzed regioselective oxidative ring-opening of epoxides with aromatic aldehydes: a facile entry to alpha-acyloxyketones}, journal = {Asian Journal of Organic Chemistry}, volume = {5}, number = {1}, year = {2016}, month = {JAN}, pages = {48-51}, publisher = {WILEY-V C H VERLAG GMBH}, address = {POSTFACH 101161, 69451 WEINHEIM, GERMANY}, abstract = {

A high-yielding synthesis of -acyloxyketones using a N-heterocyclic-carbene (NHC)-catalyzed, oxidative ring-opening of epoxides with aromatic aldehydes is described. This regioselective, oxidative process utilizes a N-bromosuccinimide (NBS)/DMSO combination as the oxidant system and Et3N as the base under mild reaction conditions.

}, keywords = {aldehydes, epoxides, halogen oxidants, N-heterocyclic carbenes, oxygen}, issn = {2193-5807}, doi = {10.1002/ajoc.201500355}, author = {Reddi, Rambabu N. and Gontala, Arjun and Prasad, Pragati K. and Sudalai, Arumugam} } @article { ISI:000369771800040, title = {Regioselective oxo-amination of alkenes and enol ethers with N-bromosuccinimide-dimethyl sulfoxide combination: a facile synthesis of alpha-amino-ketones and esters}, journal = {Organic Letters}, volume = {18}, number = {3}, year = {2016}, month = {FEB}, pages = {500-503}, publisher = {AMER CHEMICAL SOC}, address = {1155 16TH ST, NW, WASHINGTON, DC 20036 USA}, abstract = {

An unprecedented conversion of alkenes and enol ethers to the corresponding a-imido carbonyl compounds with excellent regioselectivity and yields has been developed. This oxo-amination process employs readily available N-bromosuccinimide (NBS) and secondary amines as N-sources and dimethyl sulfoxide (DMSO) as the oxidant and also leads to the production of amino alcohols in a single step on reduction, thus broadening the scope of this operationally simple reaction. For the first time, the formation of reactive Me2S+-O-Br species generated by the interaction of NBS with DMSO has been proven.

}, issn = {1523-7060}, doi = {10.1021/acs.orglett.5b03540}, author = {Prasad, Pragati K. and Reddi, Rambabu N. and Sudalai, Arumugam} } @article {43484, title = {Concise enantioselective synthesis of 1,4-dideoxy-1,4-imino-D-arabinitol using Co(III)(salen)-catalyzed hydrolytic kinetic resolution of a two-stereocentered anti-azido epoxide}, journal = {Tetrahedron-Asymmetry}, volume = {28}, year = {2017}, month = {JAN}, pages = {162-165}, abstract = {A concise enantioselective synthesis of 1,4-dideoxy-1,4-imino-D-arabinitol, (+)-DAB-1, has been described in good overall yield (18.1\%) and with high enantiomeric purity (up to 98\% ee) starting from a simple raw material, cis-2-butene-1,4-diol. The Co-catalyzed hydrolytic kinetic resolution of a two-stereocentered racemic azido epoxide followed by asymmetric dihydroxylation of the alkene and {\textquoteright}one pot{\textquoteright} reductive cyclisation of the azido diol are key reactions in the synthetic sequence. (C) 2016 Elsevier Ltd. All rights reserved.}, doi = {10.1016/j.tetasy.2016.10.013}, author = {Reddi, Rambabu N. and Prasad, Pragati K. and Kalshetti, Rupali G. and Sudalai, Arumugam} }