Issue 7, 2020
From the journal:

Green Chemistry

A visible-light photoinduced charge-transfer complex promoted the ring opening of N-alkyl-4-piperidinols†

Ying Fu, ORCID logo *a   Chun-Zhao Shi,‡a   Qin-Shan Xu,‡a   Zhengyin Du ORCID logo *a  and  Congde Huo ORCID logo *a  

* Corresponding authors

a College of Chemistry & Chemical Engineering, Northwest Normal University, East Road 967, An'ning, Lanzhou, China
E-mail: fu_yingmail@126.com, zhengyin_du@nwnu.edu.cn, huocongde@nwnu.edu.cn

Abstract

A visible-light photoinduced ring opening of N-alkyl-4-piperidinols under mild conditions has been achieved. The reaction sequence involves a visible-light-induced charge-transfer complex, which promoted the S–Cl bond cleavage of sulfonyl chlorides. The generated sulfonyl radical further reacts with N-alkyl-4-piperidinol cation radicals to achieve C–N and C–C bond cleavages to yield homoallylamine products.

Graphical abstract: A visible-light photoinduced charge-transfer complex promoted the ring opening of N-alkyl-4-piperidinols

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Article information

DOI
https://doi.org/10.1039/D0GC00196A
Article type
Paper
Submitted
16 Jan 2020
Accepted
28 Feb 2020
First published
28 Feb 2020

Green Chem., 2020,22, 2264-2269

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A visible-light photoinduced charge-transfer complex promoted the ring opening of N-alkyl-4-piperidinols

Y. Fu, C. Shi, Q. Xu, Z. Du and C. Huo, Green Chem., 2020, 22, 2264 DOI: 10.1039/D0GC00196A

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