A facile one-pot synthesis of -acyl-1-cyano-1,2,3,4-tetrahydroisoquinoline a photoredox and Reissert-type reaction from 1,2,3,4-tetrahydroisoquinolines

Herein we report a protocol for the direct α-cyanation/ N -acylation of THIQs via a one-pot photoredox and Reissert-type reaction using air as the oxidant and acyl cyanide as the acyl and cyano source at ambient temperature. A set of various N -acyl-1-cyano THIQs were obtained in moderate to good yi...

Full description

Saved in:
Bibliographic Details
Published in:New journal of chemistry 2023-08, Vol.47 (34), p.15847-15851
Main Authors: Yuan, Zi-Yi, Zhang, Zheng-Qian, Liang, Jun-Rong, Lin, Chu-Yan, Peng, Dan-Li, Cui, Bao-Dong, Mou, Xue-Qing, Zhang, Yun, Chen, Yong-Zheng
Format: Article
Language:
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:Herein we report a protocol for the direct α-cyanation/ N -acylation of THIQs via a one-pot photoredox and Reissert-type reaction using air as the oxidant and acyl cyanide as the acyl and cyano source at ambient temperature. A set of various N -acyl-1-cyano THIQs were obtained in moderate to good yields. A plausible mechanism is suggested based on preliminary mechanistic studies. This work reports a protocol for the direct α-cyanation/ N -acylation of 1,2,3,4-tetrahydroisoquinolines via a one-pot photoredox and Reissert-type reaction using air as the oxidant and acyl cyanide as acyl and cyano source at ambient temperature.
ISSN:1144-0546
1369-9261
DOI:10.1039/d3nj02600k