Pd-catalyzed ortho-C-H acylation/cross coupling of aryl ketone O-methyl oximes with aldehydes using tert-butyl hydroperoxide as oxidant

Organic Letters

Volumn 12, Issue 17, 2010, Pages 3926-3929

  Chan, Chun Wo ^a   Zhou, Zhongyuan ^a   Chan, Albert S C ^a   Yu, Wing Yiu ^a  

^a HONG KONG POLYTECHNIC UNIVERSITY   (Hong Kong)

Author keywords

[No Author keywords available]

Indexed keywords

ALDEHYDE; KETONE; OXIDIZING AGENT; OXIME; PALLADIUM; TERT BUTYL HYDROPEROXIDE;

ACYLATION; ARTICLE; CATALYSIS; CHEMICAL STRUCTURE; CHEMISTRY; COMBINATORIAL CHEMISTRY; STEREOISOMERISM; SYNTHESIS;

ACYLATION; ALDEHYDES; CATALYSIS; COMBINATORIAL CHEMISTRY TECHNIQUES; KETONES; MOLECULAR STRUCTURE; OXIDANTS; OXIMES; PALLADIUM; STEREOISOMERISM; TERT-BUTYLHYDROPEROXIDE;

EID: 77956204996     PISSN: 15237060     EISSN: 15237052     Source Type: Journal    
DOI: 10.1021/ol101618u     Document Type: Article

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64. With privaldehyde as the coupling partner, no coupled ketone was obatined with spontaneous palladium black formation. Probably, the tert-butylacyl radical was rapidly decarbonylated to form the tert-butyl radical, which undergoes β-hydrogen elimination. We thank one of the reviewers for this comment and suggestion.