Journal of the Chemical Society. Perkin transactions I p. 2615 - 2620 (1988)
Update date:2022-07-31
Topics:
Spagnolo, Piero
Zanirato, Paolo
The reactiont of boron trichloride or trifluoride with ortho-aryl, -diazoaryl, and -arylazoaryl phenyl azides in benzene at room temperature generally gives fused azoles in high yields.Treatment of 2-nitrophenyl azide with boron trichloride mainly affords chlorinated nitroanilines, whereas with boron trifluoride it gives N-o-nitrophenylaniline.In aromatic solvents at 60 deg C in the presence of boron trifluoride-diethyl ether, 2-azidobiphenyl forms carbazole and 2-(arylamino)biphenyls, the formation of which depends greatly upon the nucleophilicity of the solvent used; however, its pseudo-first-order decomposition rate is slightly greater in benzene than in toluene or m-xylene.Under the same conditions, phenyl azide forms diarylamines.The results suggest that singlet nitrenium ions, arising from the corresponding azidetrihalogenoborane complexes by loss of molecular nitrogen, are generally the reactive intermediates.
View MoreChemvon Biotechnology Co. Ltd.
website:http://www.chemvon.com
Contact:86-21-58550039;86-21-31268550-8004
Address:Suite B-10#, 6999 Chuansha Road, Pudong District, Shanghai 201202, China
Contact:86-512-87182055
Address:No.128 Fangzhou Rd, Suzhou Industrial Park, China, 215125, China
Contact:(86) 731 88718666
Address:Room 1222, Unit 4, Building B, Shangcheng, No.47, Kaiyuan East Road.
Shanghai Zhihua ChemTech Co., Ltd.
Contact:+86-13774313779
Address:Room 817 Suite B 3333 Shenjiang Road
Shanghai Puda Chemical Co.,Ltd
Contact:+86+571+56565965
Address:10F Haiyue Building,Danfeng Road,Binjiang District,Hangzhou,China
Doi:10.1016/j.bioorg.2018.10.045
(2019)Doi:10.1111/cbdd.13060
(2018)Doi:10.1016/j.tet.2011.06.008
(2011)Doi:10.1002/anie.200903635
(2009)Doi:10.1021/jm9904811
(2000)Doi:10.1021/acscatal.1c00057
(2021)
