One-Pot Aerobic Photooxidative Darzens Reaction from Styrene and Benzyl Alcohol via Phenacyl Iodide and Benzaldehyde by Using­ Iodine

Abstract

We report a one-pot protocol for the synthesis of α,β-epoxy ketones from benzyl alcohols and styrenes with molecular oxygen, visible light, and molecular iodine. This procedure involves simultaneous aerobic photooxidative transformation of a benzyl alcohol into a benzaldehyde and of a styrene into a phenacyl iodide, with a subsequent Darzens reaction in one pot. This is the first report of a one-pot oxidative Darzens reaction starting from benzyl alcohols and styrenes.

Key words

Darzens reaction - epoxy ketones - iodine - photooxidation - benzyl alcohols - styrenes

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