Silver-promoted oxidative sulfonylation and ring-expansion of vinylcyclopropanes with sodium sulfinates leading to dihydronaphthalene derivatives

Silver-promoted sulfonylation and ring-expansion of vinylcyclopropanes with sodium sulfinates is established for the construction of 1-sulfonylmethylated 3,4-dihydronaphthalenes. This sulfonylation process involves a radical pathway, including sulfonyl radical formation, radical addition, ring-openi...

Full description

Saved in:
Bibliographic Details
Published in:Organic & biomolecular chemistry 2020-09, Vol.18 (37), p.7345-7354
Main Authors: Chen, Pu, Zhou, Quan, Chen, Zan, Liu, Yu-Kui, Liang, Yun, Tang, Ke-Wen, Liu, Yu
Format: Article
Language:English
Subjects:
Ring opening
Sodium
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:Silver-promoted sulfonylation and ring-expansion of vinylcyclopropanes with sodium sulfinates is established for the construction of 1-sulfonylmethylated 3,4-dihydronaphthalenes. This sulfonylation process involves a radical pathway, including sulfonyl radical formation, radical addition, ring-opening and cyclization. The 1-sulfonylmethylated 3,4-dihydronaphthalenes can be converted into other useful products. A simple and efficient silver-promoted sulfonylation and ring-expansion of vinylcyclopropanes with sodium sulfinates is established for the construction of 1-sulfonylmethylated 3,4-dihydronaphthalenes.
ISSN:1477-0520
1477-0539
DOI:10.1039/d0ob01570a