Cobalt(ii) catalyzed C(sp)–H bond functionalization of alkynes with phenyl hydrazines: facile access to diaryl 1,2-diketones

Bharate, Jaideep B. ; Abbat, Sheenu ; Sharma, Rohit ; Bharatam, Prasad V. ; Vishwakarma, Ram A. ; Bharate, Sandip B. (2015) Cobalt(ii) catalyzed C(sp)–H bond functionalization of alkynes with phenyl hydrazines: facile access to diaryl 1,2-diketones Organic & Biomolecular Chemistry, 13 (18). pp. 5235-5242. ISSN 1477-0520

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Official URL: http://doi.org/10.1039/C5OB00419E

Related URL: http://dx.doi.org/10.1039/C5OB00419E

Abstract

A cobalt acetylacetonate catalyzed oxidative diketonation of alkynes via C(sp)–H bond functionalization has been described. The reaction involves a free-radical mechanism, wherein the phenyl radical formed from phenyl hydrazine couples with Co(II) activated alkyne to produce 1,2-diketones. The reaction proceeds at room temperature in DMF with the use of Ag2O/air as the oxidizing system. The utility of the protocol for the synthesis of a series of imidazoles including a potent platelet aggregation inhibitor trifenagrel has been demonstrated.

Item Type:Article
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ID Code:116414
Deposited On:12 Apr 2021 09:34
Last Modified:12 Apr 2021 09:34

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