A Novel Method to Construct 2-Aminobenzofurans via [4 + 1] Cycloaddition Reaction of In Situ Generated Ortho-Quinone Methides with Isocyanides

Autor:	Huaxin Lin, Senling Tang, Yang Pan, Peng Liang, Xiaofeng Ma, Wei Jiao, Huawu Shao
Jazyk:	angličtina
Rok vydání:	2022
Předmět:	2-aminobenzofurans isocyanides ortho-quinone methides [4 + 1] cycloaddition Organic chemistry QD241-441
Zdroj:	Molecules, Vol 27, Iss 23, p 8538 (2022)
Druh dokumentu:	article
ISSN:	1420-3049
DOI:	10.3390/molecules27238538
Popis:	A new approach for the synthesis of 2-aminobenzofurans has been described via Sc(OTf)3 mediated formal cycloaddition of isocyanides with the in situ generated ortho-quinone methides (o-QMs) from o-hydroxybenzhydryl alcohol. Notably, as a class of readily available and highly active intermediates, o-QMs were first used in the construction of benzofurans. This [4 + 1] cycloaddition reaction provides a straightforward and efficient methodology for the construction of 2-aminobenzofurans scaffold in good yield (up to 93% yield) under mild conditions.
Databáze:	Directory of Open Access Journals
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