Total Syntheses of Uvarindoles A and B, (±)-Pseudophrynaminol, and (±)-Pseudophrynamines 272A and 270 via Dearomative Indole Alkylation

IF 3.3 2区化学 Q1 CHEMISTRY, ORGANIC

Journal of Organic Chemistry Pub Date : 2025-03-31 DOI:10.1021/acs.joc.5c00062

Raju Chouhan, Sajal Kumar Das

引用次数: 0

Abstract

Herein, we report the first total synthesis of alkaloid uvarindole B with an overall yield of 49% over five steps via double C3-alkylation of 5-bromoindole, Plancher rearrangement, and Negishi coupling as the key steps. We also disclose short total syntheses of uvarindole A, pseudophrynaminol, and pseudophrynamines 272A and 270 via dearomative indole alkylation.

Abstract Image

查看原文本刊更多论文

求助全文

约1分钟内获得全文求助全文

来源期刊

Journal of Organic Chemistry 化学-有机化学

CiteScore

6.20

自引率

11.10%

发文量

1467

审稿时长

2 months

期刊介绍： Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.