Issue 9, 2021

C4-arylation and domino C4-arylation/3,2-carbonyl migration of indoles by tuning Pd catalytic modes: Pd(i)–Pd(ii) catalysis vs. Pd(ii) catalysis

Abstract

Efficient C4-arylation and domino C4-arylation/3,2-carbonyl migration of indoles have been developed. The former route enables C4-arylation in a highly efficient and mild manner and the latter route provides an alternative straightforward protocol for synthesis of C2/C4 disubstituted indoles. The mechanism studies imply that the different reaction pathways were tuned by the distinct acid additives, which led to either the Pd(I)–Pd(II) pathway or Pd(II) catalysis.

Graphical abstract: C4-arylation and domino C4-arylation/3,2-carbonyl migration of indoles by tuning Pd catalytic modes: Pd(i)–Pd(ii) catalysis vs. Pd(ii) catalysis

Supplementary files

Article information

Article type
Edge Article
Submitted
30 Sep 2020
Accepted
07 Jan 2021
First published
07 Jan 2021
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY-NC license

Chem. Sci., 2021,12, 3216-3225

C4-arylation and domino C4-arylation/3,2-carbonyl migration of indoles by tuning Pd catalytic modes: Pd(I)–Pd(II) catalysis vs. Pd(II) catalysis

Y. Cheng, S. Yu, Y. He, G. An, G. Li and Z. Yang, Chem. Sci., 2021, 12, 3216 DOI: 10.1039/D0SC05409G

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