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膦催化的丙二烯酸酯与苯并呋喃衍生的偶氮二烯的(4 + 2)环加成反应和随后的硫迈克尔加成反应。

Phosphine-Catalyzed (4 + 2) Annulation of Allenoates with Benzofuran-Derived Azadienes and Subsequent Thio-Michael Addition.

机构信息

Department of Chemistry and Innovation Center of Pesticide Research, China Agricultural University, Beijing 100193, PR China.

College of Public Health, Zhengzhou University, Zhengzhou 450001, PR China.

出版信息

Org Lett. 2022 May 27;24(20):3747-3752. doi: 10.1021/acs.orglett.2c01500. Epub 2022 May 13.

Abstract

A phosphine-catalyzed (4 + 2) annulation of tetrahydrobenzofuranone-derived allenoates and benzofuran-derived azadienes (BDAs) has been achieved to construct the decahydro-2-naphtho[1,8-bc]furan derivatives, which were subsequently treated with 4-methylbenzenethiol and trimethylamine to produce thio-Michael addition products in high to excellent yields with good diastereoselectivities.

摘要

一种膦催化的四氢苯并呋喃酮衍生的丙二烯酸酯和苯并呋喃衍生的偶氮二烯(BDAs)的(4 + 2)环加成反应已经实现,用于构建十氢-2-萘并[1,8-bc]呋喃衍生物,随后用 4-甲基苯硫酚和三甲胺处理,以高产率和良好的非对映选择性得到硫代-Michael 加成产物。

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