Synthesis of 2,3-Disubstituted pyrroles by Lewis acid promoted cyclization of N-Sulfonyl vinylogous carbamates and amides

被引：0
|
作者：
Rustin, Gavin J. [1 ]
Donahue, Matthew G. [1 ]
机构：
[1] Univ Southern Mississippi, Dept Chem & Biochem, Hattiesburg, MS 39406 USA
来源：
TETRAHEDRON LETTERS | 2023年 / 122卷
基金：
美国国家科学基金会;
关键词：
STEREOSELECTIVE-SYNTHESIS; DERIVATIVES; CHEMISTRY; ESTERS;
D O I：
10.1016/j.tetlet.2023.154507
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A three-step sequence to construct pyrroles from three components including 2,2-dimethoxyethylamine, aryl/alkyl sulfonyl chlorides and alkynes bearing electron-withdrawing groups is presented. The pyrroles are proposed to arise via a 5-exo-trig cyclization proceeding through both oxocarbenium and N-sulfonyliminium ions. This modular route allows for the variability at the N-sulfonyl group, the C2 and C3 substituents for rational vectoring of the pyrrole nucleus for downstream processes. (c) 2023 Elsevier Ltd. All rights reserved.
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页数：4
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