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The chemistry of cycloheptatriene: Part V: Reactions of tropone and 2-chlorotropone with Grignard reagents

✍ Scribed by A. P. ter Borg; R. van Helden; A. F. Bickel

Publisher
Elsevier Science
Year
2010
Tongue
English
Weight
383 KB
Volume
81
Category
Article
ISSN
0165-0513

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✦ Synopsis

Abstract

Interaction of tropone and phenylmagnesium bromide yields 2‐phenyl‐2,7‐dihydrotropone (II). This compound is in thermal equilibrium with 2‐phenyl‐6,7‐dihydrotropone (III) in a 1: 4 ratio.

The reaction of 2‐chlorotropone with isopropylmagnesium bromide yields a mixture of chloroisopropyldihydrotropones, which upon dehydrochlorination gives rise to 2‐isopropyltropone. This compound may be converted into 3‐isopropyltropolone (α‐thujaplicine).

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