可见光诱导的炔丙基芳胺、环丁酮肟酯和KSO的多组分串联环加成反应：合成氰基烷基磺酰化喹啉

Visible-Light-Induced Multicomponent Cascade Cycloaddition of -Propargyl Aromatic Amines, Cyclobutanone Oxime Esters, and KSO: Access to Cyanoalkylsulfonylated Quinolines.

作者信息

Zhou Nengneng, Xia Ziqin, Wu Sixin, Kuang Kaimo, Xu Qiankun, Zhang Man

机构信息

Key Laboratory of Functionalized Molecular Solids, Ministry of Education, Anhui Key Laboratory of Molecule-Based Materials, College of Chemistry and Materials Science, Anhui Normal University, Wuhu, Anhui 241000, China.

出版信息

J Org Chem. 2021 Nov 5;86(21):15253-15262. doi: 10.1021/acs.joc.1c01866. Epub 2021 Oct 13.

DOI:10.1021/acs.joc.1c01866

PMID:34643392

Abstract

A visible-light-induced cascade cyanoalkylsulfonylation/cyclization/aromatization of -propargyl aromatic amines with KSO and cyclobutanone oxime esters for the construction of cyanoalkylsulfonylated quinolines is developed. This cascade transformation features mild reaction conditions, a broad substrate scope, and excellent functional group compatibility, providing a convenient route toward cyanoalkylsulfonylated quinolines via the formation of a C-C bond and two C-S bonds in one step.

摘要

开发了一种可见光诱导的炔丙基芳香胺与KSO和环丁酮肟酯的级联氰基烷基磺酰化/环化/芳构化反应，用于构建氰基烷基磺酰化喹啉。这种级联转化具有反应条件温和、底物范围广和官能团兼容性好的特点，通过一步形成C-C键和两个C-S键，为氰基烷基磺酰化喹啉提供了一条便捷的合成路线。