An efficient and facile access to highly functionalized pyrrole derivatives

Autor: Meng Gao, Wenting Zhao, Hongyi Zhao, Ziyun Lin, Dongfeng Zhang, Haihong Huang
Jazyk: angličtina
Rok vydání: 2018
Předmět:
Zdroj: Beilstein Journal of Organic Chemistry, Vol 14, Iss 1, Pp 884-890 (2018)
Druh dokumentu: article
ISSN: 1860-5397
DOI: 10.3762/bjoc.14.75
Popis: A straightforward and one-pot synthesis of pyrrolo[3,4-c]pyrrole-1,3-diones via Ag(I)-catalyzed 1,3-dipolar cycloaddition of azomethine ylides with N-alkyl maleimide, followed by readily complete oxidation with DDQ, has been successfully developed. Further transformation with alkylamine/sodium alkoxide alcohol solution conveniently afforded novel polysubstituted pyrroles in good to excellent yields. This methodology for highly functionalized pyrroles performed well over a broad scope of substrates. It is conceivable that this efficient construction method for privileged pyrrole scaffolds could deliver more active compounds for medicinal chemistry research.
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