A domino process for benzyne preparation: dual activation of o-(trimethylsilyl)phenols by nonafluorobutanesulfonyl fluoride.

Authors :: Ikawa T
Nishiyama T
Nosaki T
Takagi A
Akai S
Source :: Organic letters [Org Lett] 2011 Apr 01; Vol. 13 (7), pp. 1730-3. Date of Electronic Publication: 2011 Mar 10.
Publication Year :: 2011
Abstract: Benzynes were generated from o-(trimethylsilyl)phenols using nonafluorobutanesulfonyl fluoride (NfF) by a domino process, i.e., the nonaflation of the phenolic hydroxyl group of o-(trimethylsilyl)phenols by NfF followed by the attack of the produced fluoride ion on the trimethylsilyl group. The generated benzyne immediately underwent various reactions to give polysubstituted benzenes.

Subjects :: Methylation
Molecular Structure
Benzene Derivatives chemistry
Butanes chemistry
Fluorides chemistry
Phenols chemistry
Sulfones chemistry

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