CF3SO3H-enabled cascade ring-opening/dearomatization of indole derivatives to polycyclic heterocycles

A novel dearomatization process to produce fused polycyclic indolines via a CF3SO3H-mediated cascade ring-opening of a β-lactam and hydroaminative cyclization is demonstrated. It provides a new strategy for the synthesis of important polycyclic indoline-2-amine derivatives in moderate to excellent y...

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Veröffentlicht in:	Organic & biomolecular chemistry 2021-05, Vol.19 (20), p.4469-4473
Hauptverfasser:	Yao, Zhengdong, Feng, Huangdi, Xi, Hui, Xi, Chuanjun, Liu, Weiping
Format:	Artikel
Sprache:	eng
Schlagworte:	Amides Functional groups Heterocyclic compounds Indoles Ring opening Triflic acid β-Lactam antibiotics
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creator	Yao, Zhengdong Feng, Huangdi Xi, Hui Xi, Chuanjun Liu, Weiping
description	A novel dearomatization process to produce fused polycyclic indolines via a CF3SO3H-mediated cascade ring-opening of a β-lactam and hydroaminative cyclization is demonstrated. It provides a new strategy for the synthesis of important polycyclic indoline-2-amine derivatives in moderate to excellent yields, as well as with good functional group tolerance. Moreover, transformation of the product was performed to deliver the corresponding acid, alcohol and amide smoothly.
doi_str_mv	10.1039/d1ob00712b
format	Article
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source	Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection
subjects	Amides Functional groups Heterocyclic compounds Indoles Ring opening Triflic acid β-Lactam antibiotics
title	CF3SO3H-enabled cascade ring-opening/dearomatization of indole derivatives to polycyclic heterocycles
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