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一种硅基亚磺酰胺试剂可通过伯亚磺酰胺实现磺酰亚胺酰胺的模块化合成。

A Silyl Sulfinylamine Reagent Enables the Modular Synthesis of Sulfonimidamides via Primary Sulfinamides.

作者信息

Ding Mingyan, Zhang Ze-Xin, Davies Thomas Q, Willis Michael C

机构信息

Department of Chemistry, University of Oxford, Chemistry Research Laboratory, Mansfield Road, Oxford, OX1 3TA, U.K.

出版信息

Org Lett. 2022 Mar 4;24(8):1711-1715. doi: 10.1021/acs.orglett.2c00347. Epub 2022 Feb 21.

DOI:10.1021/acs.orglett.2c00347
PMID:35188396
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9084605/
Abstract

A new -silyl sulfinylamine reagent allows the rapid preparation of a broad range of (hetero)aryl, alkenyl, and alkyl primary sulfinamides, using Grignard, organolithium, or organozinc reagents to introduce the carbon fragment. Treatment of these primary sulfinamides with an amine in the presence of a hypervalent iodine reagent leads directly to NH-sulfonimidamides. This two-step sequence is straightforward to perform and provides a modular approach to sulfonimidamides, allowing ready variation of both reaction components, including primary and secondary amines.

摘要

一种新型甲硅烷基亚磺酰胺试剂能够快速制备多种(杂)芳基、烯基和烷基伯磺酰胺,使用格氏试剂、有机锂试剂或有机锌试剂引入碳片段。在高价碘试剂存在下,用胺处理这些伯磺酰胺可直接得到N-磺酰亚胺酰胺。这个两步序列操作简便,为磺酰亚胺酰胺提供了一种模块化方法,使得反应的两个组分(包括伯胺和仲胺)都能轻松变化。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/48d3/9084605/ab8b30303098/ol2c00347_0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/48d3/9084605/4c65f75db0b5/ol2c00347_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/48d3/9084605/ae748aef69f0/ol2c00347_0002.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/48d3/9084605/1c360f35dde8/ol2c00347_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/48d3/9084605/eac3ea9b6739/ol2c00347_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/48d3/9084605/ab8b30303098/ol2c00347_0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/48d3/9084605/4c65f75db0b5/ol2c00347_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/48d3/9084605/ae748aef69f0/ol2c00347_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/48d3/9084605/8c454757f1ec/ol2c00347_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/48d3/9084605/1c360f35dde8/ol2c00347_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/48d3/9084605/eac3ea9b6739/ol2c00347_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/48d3/9084605/ab8b30303098/ol2c00347_0006.jpg

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