Copper(I)-Mediated and Microwave-Assisted Caryl−Ocarboxylic Coupling: Synthesis of Benzopyranones and Isolamellarin Alkaloids
The Journal of Organic Chemistry2007Vol. 72(24), pp. 9379–9382
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Nopporn Thasana, Rattana Worayuthakarn, Phithakpong Kradanrat, Elliot Hohn, Lauren A. Young, Somsak Ruchirawat
Abstract
A simple and highly effective C-O(carboxylic) coupling reaction catalyzed by copper(I) salts has been developed to synthesize benzopyranones. The reaction of various 2-halobiarylcarboxylic acids was examined using microwave irradiation. A new class of pyrroloisoquinoline alkaloid, isolamellarin, was synthesized based on the annulation of dihydroisoquinoline with aryl pyruvates under basic condition and Cu-mediated/MW-assisted C-O(carboxylic) lactonization.
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