Rh(III)-catalyzed selective C7-H functionalization of indolines with 1,3-enynes enables access to six-membered 1,7-fused indolines

We described herein a Rh(III)-catalyzed C7-selective C-H activation/annulation of indolines with 1,3-enynes to efficiently access various privileged 1,7-fused indolines bearing an all-carbon quaternary stereogenic carbon center. Notably, the resulting products can be readily transformed into 1,7-fused indoles, further widening the C-7 derivatization of indoles and highlighting the synthetic utility of this methodology. (C) 2021 Elsevier Ltd. All rights reserved.

Automated summary

The Rh(III)-catalyzed C7-selective C-H activation/annulation of indolines with 1,3-enynes provides access to various privileged 1,7-fused indolines with an all-carbon quaternary stereogenic carbon center. The resulting products can be easily transformed into 1,7-fused indoles, expanding the C-7 derivatization of indoles and demonstrating the synthetic utility of this methodology.