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Synthesis of quinol-4-ones and chroman-4-ones via a palladium-catalysed cascade carbonylation–allene insertion

✍ Scribed by Ronald Grigg; Angela Liu; Duncan Shaw; Selvaratnam Suganthan; Diane E Woodall; Gnanamoly Yoganathan

Publisher: Elsevier Science
Year: 2000
Tongue: French
Weight: 218 KB
Volume: 41
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)01176-x

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✦ Synopsis

Palladium(0)-catalysed termolecular queuing processes involving oxidative addition to aryl iodides followed by low pressure carbonylation, allene insertion and capture of the resulting p-allyl palladium(II) species by an internal O-or N-nucleophile occur in good yields. One-pot 3-methylene chromanone/quinolone synthesis±Michael addition±stereoselective reduction are also reported.

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