Palladium‐Catalyzed Dehydroarylation of Triarylmethanols and Their Coupling with Unsaturated Compounds Accompanied by C—C Bond Cleavage.

Abstract

Polyphenylalkane derivatives Q 0720Palladium-Catalyzed Dehydroarylation of Triarylmethanols and Their Coupling with Unsaturated Compounds Accompanied by C-C Bond Cleavage. -In the presence of Pd(O-Ac)2/P(Nap)3, triarylmethanols undergo dehydroarylation yielding diaryl ketones and arenes. Addition of unsaturated compounds to the reaction mixture leads to hydroarylated products such as (VII), (X), and (XII). -(TERAO, Y.; NOMOTO, M.; SATOH, T.; MIURA*, M.; NOMURA, M.; J. Org. Chem. 69 (2004) 20, 6942-6944; Dep. Appl. Chem., Fac. Eng., Osaka Univ., Suita, Osaka 565, Japan; Eng.) -Jannicke 06-100

Copper-catalyzed transfer methylenation via C(sp3)–C(sp3) bond cleavage of alcohols

“…Although transition-metal-catalyzed C-C bond cleavage is one of the most useful synthetic methodologies for the construction of new carbon scaffolds, it is very challenging in many cases. [1][2][3][4][5][6][7][8][9][10][11][12][13] In the past decades, transition-metal-catalyzed transformation of alcohols via β-carbon elimination to cleave the unstrained C(sp)-C(sp 3 ) 4, [14][15][16][17] and C(sp 2 )-C(sp 3 ) bonds 4,[18][19][20][21][22] has been widely developed in the field of cross-coupling, 14,19 Michael conjugate addition 17,20,23 and many other reactions. [24][25][26][27] Despite these efforts, transition-metal-catalyzed transformation of unstrained carbon-carbon bond cleavage remains highly desirable but underdeveloped.…”