Palladium(II)-catalyzed synthesis of sulfinates from boronic acids and DABSO: a redox-neutral, phosphine-free transformation

Symplectic ID
588846
Source
Ora (Hyrax)
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Saturday, 4 July, 2026 - 22:12
DOI
10.1002/anie.201508370
Publication Date
Thursday, 24 November, 2016
First Page
747
Last Page
750
Keywords
sulfur
electrophiles
palladium
synthetic methods
oxidation
Authors
Deeming, AS
Russell, CJ
Willis, M
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0
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Abstract
A redox-neutral palladium(II)-catalyzed conversion of aryl, heteroaryl, and alkenyl boronic acids into sulfinate intermediates, and onwards to sulfones and sulfonamides, has been realized. A simple Pd(OAc)2 catalyst, in combination with the sulfur dioxide surrogate 1,4-diazabicyclo[2.2.2]octane bis(sulfur dioxide) (DABSO), is sufficient to achieve rapid and high-yielding conversion of the boronic acids into the corresponding sulfinates. Addition of C- or N-based electrophiles then allows conversion into sulfones and sulfonamides, respectively, in a one-pot, two-step process.
Publisher
Wiley
ISSN
1433-7851
Journal Title
Angewandte Chemie (International ed. in English)
eISSN
1521-3773
Volume
55
Issue
2
ID at Source
uuid_9acacb7e-de7d-40de-95be-c76e7de482b1
Publication Status
Published
Open access
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chem0368