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铜（II）催化串联环化反应合成含C-P和C-S键形成的苯并[][1,3]噻嗪-2-基膦酸酯

Copper(ii)-catalyzed tandem cyclization for the synthesis of benzo[][1,3]thiazin-2-yl phosphonates involving C-P and C-S bond formation.

作者信息

Liu Yang, Yao Shijie, Wang Chaoli, Zhang Yahui, Hao Wenyan

机构信息

Key Laboratory of Functional Small Organic Molecules, Ministry of Education, College of Chemistry & Chemical Engineering, Jiangxi Normal University 99 Ziyang Road Nanchang Jiangxi 330022 P. R. China

出版信息

RSC Adv. 2020 Sep 1;10(53):32211-32215. doi: 10.1039/d0ra06671k. eCollection 2020 Aug 26.

DOI:10.1039/d0ra06671k
PMID:35518184
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9056576/
Abstract

A copper(ii)-catalyzed, high-efficiency and atom-economical synthesis of valuable organophosphorus compounds tandem cyclization of -alkynylphenyl isothiocyanates with phosphites is described. This protocol, having a good functional-group compatibility, provides a simple and direct pathway to organophosphorus heterocycles in good yields under mild conditions. The method could be efficiently scaled up to gram scale, thus providing a potential application of this cascade cyclization strategy in synthesis.

摘要

描述了一种铜（II）催化的、高效且原子经济的合成有价值有机磷化合物的方法，即通过亚磷酸酯与异硫氰酸酯-炔基苯进行串联环化反应。该方案具有良好的官能团兼容性，在温和条件下以良好的产率为有机磷杂环提供了一条简单直接的合成途径。该方法可以有效地扩大到克级规模，从而为这种串联环化策略在合成中的潜在应用提供了可能。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/164d/9056576/b9b793365805/d0ra06671k-s4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/164d/9056576/4cc10968cf0f/d0ra06671k-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/164d/9056576/24a66479540d/d0ra06671k-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/164d/9056576/d27cd6f74099/d0ra06671k-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/164d/9056576/b7347de5d5d8/d0ra06671k-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/164d/9056576/b9b793365805/d0ra06671k-s4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/164d/9056576/4cc10968cf0f/d0ra06671k-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/164d/9056576/24a66479540d/d0ra06671k-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/164d/9056576/d27cd6f74099/d0ra06671k-s2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/164d/9056576/b7347de5d5d8/d0ra06671k-s3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/164d/9056576/b9b793365805/d0ra06671k-s4.jpg

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银(i)催化的级联双环化策略合成 5H-苯并[d]四唑并[5,1-b][1,3]噻嗪。
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