108249-43-0Relevant articles and documents
Bacterial Catabolism of Biphenyls: Synthesis and Evaluation of Analogues
Nerdinger, Sven,Kuatsjah, Eugene,Hurst, Timothy E.,Schlapp-Hackl, Inge,Kahlenberg, Volker,Wurst, Klaus,Eltis, Lindsay D.,Snieckus, Victor
, p. 1771 - 1778 (2018)
A series of alkylated 2,3-dihydroxybiphenyls has been prepared on the gram scale by using an effective Directed ortho Metalation–Suzuki–Miyaura cross-coupling strategy. These compounds have been used to investigate the substrate specificity of the meta-cl
Double N-arylation of primary amines: Carbazole synthesis from 2,2′-biphenyldiols
Kuwahara, Atsushi,Nakano, Koji,Nozaki, Kyoko
, p. 413 - 419 (2007/10/03)
(Chemical Equation Presented) The double N-arylation of primary amines with 2,2′-biphenylylene ditriflates was investigated for the synthesis of multisubstituted carbazoles. Palladium complexes supported by 2-dicyclohexylphosphino-2′-methylbiphenyl or Xantphos [4,5- bis(diphenylphosphino)-9,9-dimethylxanthene] were found to be efficient catalysts for the reaction. The catalysts allow the use of anilines with an electron-donating or electron-withdrawing substituent and multisubstituted 2,2′-biphenylylene ditriflates as substrates. Ammonia equivalents, such as O-tert-butyl carbamate, are also employable as a nitrogen source to give the N-protected carbazoles which can easily give the corresponding N-unsubstituted carbazoles after deprotection. By using this methodology, a carbazole alkaloid, mukonine, is synthesized in 40% yield for five steps, in comparable efficiency to the recent precedents.