142976-66-7Relevant academic research and scientific papers
Benzazole compounds
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, (2008/06/13)
There are disclosed herein benzazole compounds, exemplified by 2-(4-aminophenyl)benzothiazole and analogues or salts thereof, which exhibit very significant selective cytotoxic activity in respect of tumor cells, especially breast cancer cells, and which provide potentially useful chemotherapeutic agents for treatment of breast cancer.
Antitumor benzothiazoles. Part 2. Formation of 2,2'-diaminobiphenyls from the decomposition of 2-(4-azidophenyl)benzazoles in trifluoromethanesulfonic acid
Stevens, Malcolm F. G.,Shi, Dong-Fang,Castro, Angeles
, p. 83 - 94 (2007/10/03)
Decomposition of 2-(2-azidophenyl)- and 2-(3-azidophenyl)-benzothiazoles in trifluoromethanesulfonic acid generates ?-carbocations.These reactive intermediates have been trapped by triflate anion with the nucleophile substituting para to the original azido group to yield triflate-substituted arylamines. 2-(4-Azidophenyl)-benzothiazoles and -benzoxazoles behave differently: triflate-substituted arylamines are accompanied by symmetrical or unsymmetrical benzazolyl-substituted 2,2'-diaminobiphenyls as major products.These biphenyls have been identified by their characteristic 1H and 13C NMR spectra. 2,2'-Diaminobiphenyls are formed by initial C-C coupling interactions between the ?-carbocations and undecomposed 2-(4-azidophenyl)benzazoles and not by benzidine-type rearrangements as originally proposed.Symmetrical 2,2'-diaminobiphenyls have been oxidized by (diacetoxyiodo) benzene to give novel benzazolyl-substituted benzocinnolines.
Decomposition of 2-(4-Azidophenyl)benzothiazoles in Trifluoromethanesulfonic Acid: Formation of 2,2'-Diaminobiphenyls
Castro, M. Angeles,Stevens, Malcolm F. G.
, p. 869 - 870 (2007/10/02)
The ?-carbocation reactive species generated by decomposition of 2-(4-azidophenyl)benzothiazoles in trifluoromethanesulfonic acid undergo intermolecular C-C or N-N coupling to afford benzothiazole-substituted 2,2'-diaminobiphenyls.
