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Issue 15, 2018
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Direct oxidative C–H alkynylation of N-carbamoyl tetrahydroisoquinolines and dihydroisoquinolines

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Abstract

An efficient oxidative C–H alkynylation of N-carbamoyl tetrahydroisoquinolines mediated by a TEMPO oxoammonium salt has been established. A variety of electronically varied N-carbamoyl tetrahydroisoquinolines reacted with a range of alkynyl potassium trifluoroborates smoothly under mild metal-free conditions. Dihydroisoquinolines were also suitable components for the reaction. The synthetic applicability of the method for facile access to structurally diverse bioactive molecules was further demonstrated.

Graphical abstract: Direct oxidative C–H alkynylation of N-carbamoyl tetrahydroisoquinolines and dihydroisoquinolines

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Supplementary files

Article information


Submitted
12 Feb 2018
Accepted
23 Mar 2018
First published
24 Mar 2018

Org. Biomol. Chem., 2018,16, 2792-2799
Article type
Paper

Direct oxidative C–H alkynylation of N-carbamoyl tetrahydroisoquinolines and dihydroisoquinolines

L. Chen, C. Sun, G. Feng, M. Cao, S. Zhao, J. Yan, R. Wan and L. Liu, Org. Biomol. Chem., 2018, 16, 2792
DOI: 10.1039/C8OB00373D

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