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γ-Carboline synthesis enabled by Rh(iii)-catalysed regioselective C–H annulation

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Abstract

A redox-neutral Rh(III)-catalyzed C–H annulation of indolyl oximes was developed. Relying on the use of various alkynyl silanes as the terminal alkyne surrogates, the reaction exhibited a reverse regioselectivity, thus giving an exclusive and easy way for the synthesis of a wide range of substituent free γ-carbolines at C3 position with high efficiency. Deuterium-labelling experiments and kinetic analysis have preliminarily shed light on the working mode of this catalytic system.

Graphical abstract: γ-Carboline synthesis enabled by Rh(iii)-catalysed regioselective C–H annulation

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Article information


Submitted
09 Jul 2020
Accepted
04 Oct 2020
First published
05 Oct 2020

Chem. Commun., 2020, Advance Article
Article type
Communication

γ-Carboline synthesis enabled by Rh(III)-catalysed regioselective C–H annulation

B. Jiang, J. Jia, Y. Sun, Y. Wang, J. Zeng, X. Bu, L. Shi, X. Sun and X. Yang, Chem. Commun., 2020, Advance Article , DOI: 10.1039/D0CC04740F

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