Brønsted acid catalyzed remote C6 functionalization of 2,3-disubstituted indoles with β,γ-unsaturated α-ketoester DOI Creative Commons

You‐Ya Zhang,

Lin Li, Xiang‐Zhi Zhang

et al.

Frontiers in Chemistry, Journal Year: 2022, Volume and Issue: 10

Published: Sept. 13, 2022

A metal-free catalytic approach for the remote C6-functionalization of 2,3-disubstituted indoles has been developed. In presence amounts Brønsted acid, β,γ-unsaturated α-ketoesters react with at C6 position selectively. Under mild reaction conditions, a range C6-functionalized were prepared good yields and excellent regioselectivity. This methodology provides concise efficient route synthesis indole derivatives.

Language: Английский

Temperature‐Controlled Dearomative [5+1] Spiroannulation and Formal [5+2] Cyclization of Indoles with Enynones: Divergent Synthesis of Spiro‐Indolenines and Dihydrocyclohepta[b]Indolones DOI Open Access
Bin Dong, Zhiming Li, Wei Li

et al.

Advanced Synthesis & Catalysis, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 8, 2024

Abstract We developed a temperature‐controlled intermolecular dearomative [5+1] spiroannulation and [5+2] cyclization of indoles with enynones, smoothly delivering variety spiroindolenines dihydrocyclohepta[ b ]indolones under 40 °C 80 °C, respectively. A three‐step cascade reaction was also realized by using OTBS or NHBoc containing enynones in the indole identical condition. And novel valuable highly‐oriented three‐dimensional indole‐based tetracyclic scaffold produced high yields excellent diastereoselectivities. Additionally, various spiroindolines spirooxindoles were facilely through simple operations. This highly efficient domino‐reaction represents an emblematic method for preparation polycycles pathway.

Language: Английский

Citations

0

Brønsted acid catalyzed remote C6 functionalization of 2,3-disubstituted indoles with β,γ-unsaturated α-ketoester DOI Creative Commons

You‐Ya Zhang,

Lin Li, Xiang‐Zhi Zhang

et al.

Frontiers in Chemistry, Journal Year: 2022, Volume and Issue: 10

Published: Sept. 13, 2022

A metal-free catalytic approach for the remote C6-functionalization of 2,3-disubstituted indoles has been developed. In presence amounts Brønsted acid, β,γ-unsaturated α-ketoesters react with at C6 position selectively. Under mild reaction conditions, a range C6-functionalized were prepared good yields and excellent regioselectivity. This methodology provides concise efficient route synthesis indole derivatives.

Language: Английский

Citations

2