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室温下通过sp(3) C-N键断裂实现亚磺酸与磺酰胺的无催化剂烷基化反应。

Catalyst-free alkylation of sulfinic acids with sulfonamides via sp(3) C-N bond cleavage at room temperature.

作者信息

Liu Cong-Rong, Li Man-Bo, Cheng Dao-Juan, Yang Cui-Feng, Tian Shi-Kai

机构信息

Department of Chemistry, University of Science and Technology of China, Hefei, Anhui 230026, China.

出版信息

Org Lett. 2009 Jun 18;11(12):2543-5. doi: 10.1021/ol900788r.

DOI:10.1021/ol900788r
PMID:19449883
Abstract

An unprecedented catalyst-free alkylation of sulfinic acids with sulfonamides has been developed via sp(3) C-N bond cleavage at room temperature. In the absence of external catalysts and additives, a wide variety of N-benzylic and N-allylic sulfonamides couple with sulfinic acids to give structurally diversified sulfones in moderate to excellent yields. Furthermore, the reaction of N-(2-acyl)allylic sulfonamides with sulfinic acids provides a convenient access to trisubstituted allyl sulfones with exclusive Z selectivity.

摘要

通过室温下的sp(3)C-N键裂解,开发了一种前所未有的无催化剂的亚磺酸与磺酰胺的烷基化反应。在没有外部催化剂和添加剂的情况下,多种N-苄基和N-烯丙基磺酰胺与亚磺酸偶联,以中等至优异的产率得到结构多样的砜。此外,N-(2-酰基)烯丙基磺酰胺与亚磺酸的反应为选择性地制备具有Z构型的三取代烯丙基砜提供了一条便捷途径。

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