Journal article
Palladium(II)-catalyzed synthesis of sulfinates from boronic acids and DABSO: a redox-neutral, phosphine-free transformation
- 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.
- Publication status:
- Published
- Peer review status:
- Peer reviewed
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(Preview, Version of record, pdf, 955.3KB, Terms of use)
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(Preview, Supplementary materials, pdf, 6.2MB, Terms of use)
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- Publisher copy:
- 10.1002/anie.201508370
Authors
- Publisher:
- Wiley
- Journal:
- Angewandte Chemie (International ed. in English) More from this journal
- Volume:
- 55
- Issue:
- 2
- Pages:
- 747-750
- Publication date:
- 2016-11-24
- DOI:
- EISSN:
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1521-3773
- ISSN:
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1433-7851
- Language:
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English
- Keywords:
- Pubs id:
-
pubs:588846
- UUID:
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uuid:9acacb7e-de7d-40de-95be-c76e7de482b1
- Local pid:
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pubs:588846
- Source identifiers:
-
588846
- Deposit date:
-
2016-03-11
- ARK identifier:
Terms of use
- Copyright holder:
- Deeming et al
- Copyright date:
- 2015
- Rights statement:
- Copyright © 2015 The Authors. Published by Wiley-VCH Verlag GmbH and Co. KGaA. This is an open access article under the terms of the Creative Commons Attribution License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.
- Licence:
- CC Attribution (CC BY)
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