Beilstein J. Org. Chem.2023,19, 928–955, doi:10.3762/bjoc.19.71
acid catalysts and transition metal catalysts. The goal of this review is to summarize the synthesis of various N-substituted pyrrole derivatives using a modified Clauson–Kaas reaction under diverse conventional and greener reaction conditions.
Keywords: catalyst; Clauson–Kaaspyrrolesynthesis; 2,5
–Kaas synthesis [37][38], Piloty–Robinson synthesis [39][40][41], and Barton–Zard reaction [42][43][44] (Scheme 1). Among these, the Clauson–Kaaspyrrolesynthesis has received much attention because the synthesized pyrrole contains unsubstituted carbons that can be used for further functionalization
comprehensive review on Clauson–Kaaspyrrolesynthesis has not yet been published. Therefore, a review on this topic was required, describing various reaction conditions used in the Clauson–Kaas reaction. At the end, this review is divided into two sections. The conventional Clauson-Kaaspyrrolesynthesis
Beilstein J. Org. Chem.2008,4, No. 3, doi:10.1186/1860-5397-4-3
using the modified Knorr-Rabe zinc reduction and synthesised the known 5-methyl derivative 18 (Scheme 7) as a model. The methyl ester of (±)-alanine was subjected to the modified Clauson-Kaaspyrrolesynthesis to give an α-pyrrolic ester 19 which was subjected to two carbon homologation by ester
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Graphical Abstract
Scheme 1:
Donohoe's approach to (±)-1-epiaustraline utilising a modified Birch reduction.