Dearomative Cyclization/Spirocyclization via Electrochemical Reductive Hydroarylation of Nonactivated Arenes.
PMID 39400289 · Organic letters · 2024 · DOI 10.1021/acs.orglett.4c02862
Authors: Yi-Miao Wu; Xian-Li Ma; Fang-Yao Li; Chun-Chan Huang; Lei Gao; Ye Zhang; Ying-Ming Pan; Mu-Xue He; Zu-Yu Mo
Abstract
An electrochemical cyclization/spirocyclization hydroarylation via reductive dearomatization of a series of nonactivated arenes including N-substituted indoles, indole-3-carboxamide derivatives, and iodo-substituted benzamides is described. This protocol boasts high atom efficiency, broad substrate applicability, and excellent selectivity. Utilizing a simple undivided cell, various nonactivated arenes undergo cyclization/spirocyclization through the intramolecular addition of aryl radicals to an aromatic ring, yielding 50 indolines, spirocyclizative hydroarylation products, and phenanthridinones.
Cite
Yi-Miao Wu; Xian-Li Ma; Fang-Yao Li; Chun-Chan Huang; Lei Gao; Ye Zhang; Ying-Ming Pan; Mu-Xue He; Zu-Yu Mo. Dearomative Cyclization/Spirocyclization via Electrochemical Reductive Hydroarylation of Nonactivated Arenes. Organic letters (2024). PMID 39400289. DOI 10.1021/acs.orglett.4c02862.