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Synthesis of phenols via fluoride-free oxidation of arylsilanes and arylmethoxysilanes.

Abstract:

Rapid, efficient methods have been developed to prepare phenols from the oxidation of arylhydrosilanes. The effects of arene substituents and fluoride promoters on this process show that while electron-deficient arenes can undergo direct oxidation from the hydrosilane, electron-rich aromatics benefit from silane activation via oxidation to the methoxysilane using homogeneous or heterogeneous transition metal catalysis. The combination of these two oxidations into a streamlined flow procedure ...

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Publisher copy:
10.1021/jo301363h

Authors


Rayment, EJ More by this author
Summerhill, N More by this author
More by this author
Institution:
University of Oxford
Department:
Oxford, MPLS, Chemistry, Organic Chemistry
Journal:
The Journal of organic chemistry
Volume:
77
Issue:
16
Pages:
7052-7060
Publication date:
2012-08-05
DOI:
EISSN:
1520-6904
ISSN:
0022-3263
URN:
uuid:1f6586e8-5d2c-485e-bfa2-e11b2f5dcb39
Source identifiers:
345641
Local pid:
pubs:345641

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