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

и другие.

Frontiers in Chemistry, Год журнала: 2022, Номер 10

Опубликована: Сен. 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.

Язык: Английский

Temperature Switchable [5+1]/[5+2] Cyclizations of Indoles with Enynones: Divergent Synthesis of Spiro-indolenines and dihydro-cyclohepta[b]indolones DOI Open Access
Xiao‐Long He, Bin Dong, Zhiming Li

и другие.

Authorea (Authorea), Год журнала: 2024, Номер unknown

Опубликована: Авг. 31, 2024

We developed a temperature-switchable intermolecular dearomative [5+1] spiroannulation and [5+2] cyclization of indoles with enynones, smoothly delivering variety spiroindolenines dihydrocyclohepta[b]indolones under 40 oC 80 oC, respectively. Moreover, well-ordered three-step cascade was realized by using the OTBS or NHBoc contained enynones in reaction indole identical condition, novel kind valuable highly-oriented three-dimensional indole-based tetracyclic scaffold produced good yields excellent diastereoselectivities. Additionally, various spiroindolines spirooxindoles were facilely via simple operations. This highly efficient switchable domino represents an emblematic method for prep-aration polycycles pathway.

Язык: Английский

Процитировано

0
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

и другие.

Advanced Synthesis & Catalysis, Год журнала: 2024, Номер unknown

Опубликована: Дек. 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.

Язык: Английский

Процитировано

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

и другие.

Frontiers in Chemistry, Год журнала: 2022, Номер 10

Опубликована: Сен. 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.

Язык: Английский

Процитировано

2