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NOVEL AND FACILE SYNTHESES OF ALKENYL, ALKYNYL, AND ARYL 1,2-DIKETONES

A. R. Katritzky, Z. Wang, Hengyuan Lang, Daming Feng
Published 1997 · Chemistry

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Novel and facile routes to alkenyl, alkynyl, and aryl 1,2-diketones utilize treatment of benzotriazole derivatives 1, 7a,b, and 15a−d with butyllithium and subsequent reaction with esters or acid chlorides to yield the substituted intermediates 2a−d, 8a,b, and 16a−g. Reactions of the deprotonated 1 and 7 with α,β-unsaturated aldehydes followed by oxidation also produces similar intermediates 5 and 11a,b. Subsequent hydrolyses of the intermediates of type 2, 5, 8, 11, and 16 afford diverse 1,2-diketones in good yields.



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