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Org Lett. 2019 Jan 18;21(2):412-416. doi: 10.1021/acs.orglett.8b03586. Epub 2018 Dec 27.

Synthesis of Benzannulated [6,6]-Spiroketals by a One-Pot Carbonylative Sonogashira Coupling/Double Annulation Reaction.

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1
State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering , Lanzhou University , Lanzhou 730000 , P. R. China.

Abstract

A one-pot Pd-catalyzed carbonylative Sonogashira coupling in tandem with double annulation reaction to synthesize benzannulated [6,6]-spiroketals from o-iodophenols and terminal alkynols or alkynyl phenols was achieved. The protocol provides straightforward and facile access to benzannulated [6,6]-spiroketals in moderate to good yields and excellent diastereoselectivities under balloon pressure of CO at room temperature.

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