In:
Angewandte Chemie, Wiley, Vol. 135, No. 15 ( 2023-04-03)
Abstract:
Despite the significance of sultines in synthesis, medicine, and materials science, the chemistry of sultines has remained unexplored due to their inaccessibility. Herein, we demonstrate the development of a photoredox‐catalyzed multifluoromethyl radical addition/SO 2 incorporation/polar cyclization cascade approach to multifluoromethylated γ ‐sultines. The reactions proceed by single electron transfer induced multifluoromethyl radical addition to an alkene followed by SO 2 incorporation, and single‐electron reduction for polar 5‐ exo ‐ tet cyclization. Key to the success of the protocol is the use of easily oxidizable multifluoroalkanesulfinates as bifunctional reagents. The reactions proceed with excellent functional‐group tolerance to deliver γ ‐sultines in moderate to excellent yields.
Type of Medium:
Online Resource
ISSN:
0044-8249
,
1521-3757
DOI:
10.1002/ange.v135.15
DOI:
10.1002/ange.202300159
Language:
English
Publisher:
Wiley
Publication Date:
2023
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505868-5
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506609-8
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514305-6
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505872-7
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1479266-7
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505867-3
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506259-7
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