Synthesis of Selenocyanated Indoles via PhICl2‐Induced Electrophilic Intramolecular Cyclization of 2‐Alkynylanilines or 2‐Alkenylanilines

Author:

Xu Lingzhi12,Zhao Bingyue1,Zhao Hui12,Zhang Jianing1,Li Jinqu1,Du Yunfei1ORCID

Affiliation:

1. Tianjin Key Laboratory for Modern Drug Delivery & High-Efficiency School of Pharmaceutical Science and Technology Tianjin University Tianjin 300072 China

2. State Key Laboratory of Microbial Technology Institute of Microbial Technology Shandong University Qingdao 266237 China

Abstract

AbstractThe 3‐selenocyanato‐substituted indoles were readily synthesized via (dichloroiodo)benzene (PhICl2)‐induced reaction of 2‐alkynylanilines or 2‐alkenylanilines with KSeCN in MeCN under metal‐free conditions. The reaction sequence was postulated to encompass the formation of a reactive selenocyanogen chloride species, generated in situ from the reaction of PhICl2 and KseCN, followed by electrophilic addition and intramolecular cyclization steps.

Funder

National Key Research and Development Program of China

National Natural Science Foundation of China

Publisher

Wiley

Subject

Organic Chemistry

Reference80 articles.

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