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An economical and convenient preparation of 2-(phenylthio)cyclobutanone, a synthetic equivalent of cyclobutanone

✍ Scribed by Theodore Cohen; Daniel Ouellette; K. Pushpananda; A. Senaratne; Lin-Chen Yu

Publisher: Elsevier Science
Year: 1981
Tongue: French
Weight: 249 KB
Volume: 22
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(01)81910-9

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✦ Synopsis

A practical procedure is given for the preparation of 2-(phenylthio)cyclobutanone ( 2) and the use of the latter as a convenient substitute for cyclobutanone is demonstrated.

We recently reported a new ring-forming reaction resulting in the production of 1,2-bis-(phenylthio)cyclobutene

(1, and a corresponding cyclopentene by an unconventional methyllithiuminduced 1,4-and 1,5-elimination, respectively, H NMR, IR, and mass spectroscopy. Elemental compositions were determined for new compounds by combustion analysis or exact mass determination (

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