Rongalite: A Useful Green Reagent in Organic Synthesis

被引:154
作者
Kotha, Sambasivarao [1 ]
Khedkar, Priti [1 ]
机构
[1] Indian Inst Technol, Dept Chem, Bombay 400076, Maharashtra, India
关键词
ONE-POT SYNTHESIS; SODIUM FORMALDEHYDE SULFOXYLATE; SELENIUM STABILIZED CARBANIONS; DIELS-ALDER REACTIONS; ALLYL ALCOHOLS; 2,5-DISUBSTITUTED THIENOSULTINES; DIRECT PERFLUOROALKYLATION; ELIMINATION-REACTIONS; CONVENIENT SYNTHESIS; SYMMETRIC SULFONES;
D O I
10.1021/cr100175t
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The various syntheticmethods discussed in this review reveal that rongalite is a powerful reagent for organic synthesis. It is inexpensive and commercially available and can be handled without any special precautions to mediate a wide of variety of synthetic transformations. It serves as a readily available source of SO 2 2- anions and facilitates the preparation of sulfone and sultine derivatives which are useful starting materials in diversity-oriented synthesis. Sultines are used immensely toward the preparation of tetracyano-p-quinodimethane (TCNQ) and N,N0-dicyanoquinonediimines (DCNQIs), which are further used to construct materials with high electrical conductivity. The SET reactions promoted by rongalite have been immensely used for the synthesis of sulfide/selenide derivatives and fluorine-containing compounds. In combination with tellurium, it provides excellent reactivity which can be explored in reduction reactions. A tactical utilization of rongalite in synthetic plans may replace tedious organic transformations with simpler routes.We hope that this review may act as a catalyst in boosting the applications of rongalite in organic synthesis. © 2011 American Chemical Society.
引用
收藏
页码:1650 / 1680
页数:31
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