142505-59-7Relevant articles and documents
Suzuki-Miyaura cross-coupling of 2-nitroarenediazonium tetrafluoroborates: Synthesis of unsymmetrical 2-nitrobiphenyls and highly functionalized carbazoles
Kuethe, Jeffrey T.,Childers, Karla G.
supporting information; experimental part, p. 1577 - 1586 (2009/07/01)
The Suzuki-Miyaura cross-coupling of 2-nitrodiazonium tetrafluoroborate salts with substituted boronic acids is an effective and efficient means of preparing highly functionalized 2-nitrobiphenyls in modest to excellent yield under extremely mild reaction conditions. Cross-coupling of 2-nitrodiazonium tetrafluoroborate salts with ortho-methoxy- and benzyloxyphenylboronic acids was also demonstrated leading to the ortho-ortho-2-nitrobiphenyls. Reductive cyclization of the 2-nitrobiphenyl products allows for the overall three-step synthesis of uniquely substituted carbazoles from readily available 2-nitroanilines. The methodology was further highlighted by the short total synthesis of the carbazole alkaloids clausine V, N, C, and glycoborine.
Cyclisation reactions of 2-substituted biphenyl-2'-yldiazonium salts leading to O-alkyldibenzofuranium and S-alkyldibenzothiophenium salts: Modified Meerwein reagents
Downie,Heaney,Kemp,King,Wosley
, p. 4005 - 4016 (2007/10/02)
The preparation of 2-amino-2'-methoxybiphenyl and 2-amino-2'-thiomethoxybiphenyl and analogues and their transformation into diazonium salts and hence into dibenzofuranium and dibenzothiophenium salts is described together with their use as alkylating agents.
