Banerjee Somsuvra, Bhoyare Vivek W, Patil Nitin T
Division of Organic Chemistry, CSIR-National Chemical Laboratory, Dr Homi Bhabha Road, Pune-411008, India and Academy of Scientific and Innovative Research (AcSIR), Ghaziabad-201002, India.
Department of Chemistry, Indian Institute of Science Education and Research Bhopal, Bhauri, Bhopal-462066, India.
Chem Commun (Camb). 2020 Mar 3;56(18):2677-2690. doi: 10.1039/d0cc00106f.
Over the last two decades, hypervalent iodine(iii) reagents have evolved from being 'bonding curiosities' to mainstream reagents in organic synthesis, in particular, electrophilic functional group transfer reactions. In this context, gold catalysts have not only emerged as a unique toolbox to facilitate such reactions (especially alkynylations) but also opened new possibilities with their different modes of reactivities for other functional group transfer reactions (acetoxylations and arylations). This feature article critically summarizes hitherto all such Au-catalyzed electrophilic functional group transfer reactions with hypervalent iodine(iii) reagents, emphasizing their mechanistic aspects.
在过去二十年中,高价碘(III)试剂已从“键合奇物”发展成为有机合成中的主流试剂,尤其是在亲电官能团转移反应方面。在此背景下,金催化剂不仅成为促进此类反应(特别是炔基化反应)的独特工具,而且因其不同的反应模式为其他官能团转移反应(乙酰氧基化和芳基化反应)开辟了新的可能性。这篇专题文章批判性地总结了迄今为止所有此类用高价碘(III)试剂进行的金催化亲电官能团转移反应,重点强调了其机理方面。