@article { ISI:000301985300008, title = {Recent advances in transition-metal-free carbon-carbon and carbon-heteroatom bond-forming reactions using arynes}, journal = {Chemical Society Reviews}, volume = {41}, number = {8}, year = {2012}, month = {JAN}, pages = {3140-3152}, publisher = {ROYAL SOC CHEMISTRY}, type = {Article}, address = {THOMAS GRAHAM HOUSE, SCIENCE PARK, MILTON RD, CAMBRIDGE CB4 0WF, CAMBS, ENGLAND}, abstract = {

This tutorial review is aimed at highlighting recent developments in transition-metal-free carbon-carbon and carbon-heteroatom bond-forming reactions utilizing a versatile class of reactive intermediates, viz., arynes, which hold the potential for numerous applications in organic synthesis. Key to the success of the resurgence of interest in the rich chemistry of arynes is primarily the mild condition for their generation by the fluoride-induced 1,2-elimination of 2-(trimethylsilyl)aryl triflates. Consequently, arynes have been employed for the construction of multisubstituted arenes with structural diversity and complexity. The versatile transition-metal-free applications of arynes include cycloaddition reactions, insertion reactions and multicomponent reactions. In addition, arynes have found applications in natural product synthesis. Herein, we present a concise account of the major developments that occurred in this field during the past eight years.

}, issn = {0306-0012}, doi = {10.1039/c2cs15310f}, author = {Bhunia, Anup and Yetra, Santhivardhana Reddy and Biju, Akkattu T.} } @article { ISI:000342719500042, title = {Rapid access to benzoxaphospholes and their spiro analogues by a three-component coupling involving arynes, phosphines, and activated ketones}, journal = {Organic Letters}, volume = {16}, number = {19}, year = {2014}, month = {OCT}, pages = {5132-5135}, publisher = {AMER CHEMICAL SOC}, type = {Article}, address = {1155 16TH ST, NW, WASHINGTON, DC 20036 USA}, abstract = {

An operationally simple multicomponent coupling involving in situ generated arynes from 2 (trimethylsilyl)aryl triflates, phosphines, and various acyclic and cyclic activated carbonyl compounds has been developed. The reaction proceeds via a formal [3 + 2] cycloaddition mode giving access to differently substituted (spiro)benzoxaphosphole derivatives in moderate to good yields Mild reaction conditions. a broad scope. and the possibility of varying all the three-components are the notable features of the present reaction.

}, issn = {1523-7060}, doi = {10.1021/ol502490t}, author = {Bhunia, Anup and Roy, Tony and Gonnade, Rajesh G. and Biju, Akkattu T.} } @article {42433, title = {Reaction of N-heterocyclic carbenes with chalcones leading to the synthesis of deoxy-breslow intermediates in their oxidized form}, journal = {Chemical Communications}, volume = {51}, year = {2015}, month = {JUL}, pages = {13690-13693}, abstract = {

The synthesis of deoxy-Breslow intermediates in their oxidized form has been developed\ via\ the reaction of N-heterocyclic carbenes (NHCs) with chalcones. Moreover, the initial tetrahedral adduct formed from the 1,4-addition of NHCs to chalcones is also isolated.

}, doi = {10.1039/C5CC05800G}, author = {Bhunia, Anup and Thorat, Shridhar H. and Gonnade, Rajesh G. and Biju, Akkattu T.} }