Visible-Light-Driven Sulfonylation/Cyclization of 1,5-Enynes with Sulfonyl Chlorides via Catalytic TBAI EDA Complexes: Access to 4-Cyano-1-sulfonyl Naphthalenes

The Journal of Organic Chemistry 2026

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Authors: Chunbo Li, Lei Li, Yongxin Jiang, Jing Sun, Xin Wang, R W-Y Sun, He Wang
DOI: 10.1021/acs.joc.6c00403
Cited by: 4
References: 77

Abstract

A metal-free photocatalytic method achieves the selective radical cyclization of 1,5-enynes to construct naphthalene skeletons. This method utilizes an in situ-formed electron donor–acceptor (EDA) complex between sulfonyl chlorides and catalytic TBAI, delivering 4-cyano-1-sulfonyl naphthalenes through a 6- endo cyclization or a 5- exo-trig addition/3- exo-trig cyclization/ring expansion sequence. This one-pot transformation exhibits broad substrate scope and excellent functional group tolerance, efficiently forging both C–S and C–C bonds.

Fields of Study & Subjects

Sulfur-Based Synthesis Techniques Radical Photochemical Reactions Catalytic Alkyne Reactions

Publication details

Journal / source
The Journal of Organic Chemistry
Publisher
American Chemical Society (ACS)
Volume
91
Issue
16
Pages
5615–5629
Publication date
14 April 2026
Language
EN