Efficient Syntheses of New Heteroarotinoids through Functional Pyridylzinc Reagents and Palladium??Catalyzed Cross??Coupling Reactions

M Alami, JF Peyrat, L Belachmi…

Index: Alami, Mouad; Peyrat, Jean-Francois; Belachmi, Larbi; Brion, Jean-Daniel European Journal of Organic Chemistry, 2001 , # 22 p. 4207 - 4212

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Citation Number: 19

Abstract

Abstract A convergent synthesis of heteroarotinoids 4, 5a, and 5b, bearing chromene rings in association with pyridyl or ethynylpyridyl moieties, from 6-bromo-2-pyridylzinc chloride (11) is described. This new functional heteroarylzinc reagent, readily accessible from 2, 6- dibromopyridine, may undergo a selective palladium-catalyzed carbon− carbon bond- forming reaction to yield the corresponding 6-substituted-2-bromopyridines 13. Further ...