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Synlett 2023; 34(11): 1259-1264
DOI: 10.1055/a-2030-6299
DOI: 10.1055/a-2030-6299
letter
Migrative Thioamination of Aryne Intermediates Generated from o-Iodoaryl Triflates
The Japan Society for the Promotion of Science (JSPS KAKENHI Grant Number JP22H02086 (S.Y.)), the Uehara Memorial Foundation (S.Y.), the Tokuyama Science Foundation (S.Y.), the Ube Foundation (S.Y.), and the Inamori Foundation (S.Y.).
Abstract
Migrative thioamination of aryne intermediates takes place using various o-iodoaryl triflates and sulfilimines. The selective migration realizes the facile synthesis of a broad range of highly functionalized o-thioaminated diaryl sulfides. We succeeded in the ring expansion of cyclic sulfilimines enabling us to prepare eight- and nine-membered organosulfurs from dibenzothiophene- and thianthrene-type sulfilimines, respectively.
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-2030-6299.
- Supporting Information
Publication History
Received: 17 January 2023
Accepted after revision: 08 February 2023
Accepted Manuscript online:
08 February 2023
Article published online:
10 March 2023
© 2023. Thieme. All rights reserved
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For recent reviews on arynes, see:
For recent aryne chemistry, see: