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DABCO-bis(sulfur dioxide), DABSO, as a convenient source of sulfur dioxide for organic synthesis: utility in sulfonamide and sulfamide preparation.

Abstract:
The charge-transfer complex generated from the combination of DABCO and sulfur dioxide, DABSO, is a bench-stable colorless solid suitable for use in organic synthesis as a replacement for gaseous sulfur dioxide. The complex can be combined with Grignard reagents to form sulfinates, which can then be converted in situ to a series of sulfonamides. Alternatively, reaction with anilines and iodine leads to the formation of a series of sulfamides. Cheletropic addition between DABSO and 2,3-dimethylbutadiene provides the corresponding sulfolene.
Publication status:
Published

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Publisher copy:
10.1021/ol201957n

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Institution:
University of Oxford
Division:
MPLS
Department:
Chemistry
Sub department:
Inorganic Chemistry
Role:
Author
Journal:
Organic letters
Volume:
13
Issue:
18
Pages:
4876-4878
Publication date:
2011-09-01
DOI:
EISSN:
1523-7052
ISSN:
1523-7060
Source identifiers:
172093
Language:
English
Keywords:
Pubs id:
pubs:172093
UUID:
uuid:67aef0d6-ac34-4dc6-ba3d-1a70b04e9cec
Local pid:
pubs:172093
Deposit date:
2012-12-19

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