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The ortho-alkylation of anilines via [2,3]-sigmatropic rearrangements of azasulfonium ylids. A new process for the introduction of alkyl groups

✍ Scribed by Paul G. Gassman; Richard L. Parton

Book ID: 104235975
Publisher: Elsevier Science
Year: 1977
Tongue: French
Weight: 198 KB
Volume: 18
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(01)83678-9

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✦ Synopsis

The alkylation of anilines has long been a subject of interest in both academic and industrial laboratories.

Recently, we described a process for the specific ortho-alkylation of an-i1ines.l This process, which involved the conversion of azasulfonium salts of general formula 2 into ylids of type g, followed by [2,3]-sigmatropic rearrangement and rearomatization to give 2, was excellent when R was an alkyl group. For instance, when R was methyl a variety of side

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