Journal of the Chemical Society. Perkin transactions I p. 335 - 339 (1991)
Update date:2022-07-29
Topics:
Moody, Christopher J.
Rees, Charles W.
Young, Richard G.
The 1-(2,2-disubstituted alk-1-enyl)-5-phenyltetrazoles 2 and 4 are prepared from 1-methyl-5-phenyltetrazole and 5-phenyl-1-trimethylsilylmethyltetrazole by formation and appropriate interception of the α-lithioalkyl derivatives.Photolysis of the tetrazoles 2a and 4 gives the stable 4H-imidazoles 9 and 5, respectively.Similar photolysis of the tetrazole 2b gives the tetrazolophenanthrene 12 by an oxidative photocyclisation which is faster than nitrogen extrusion from the tetrazole ring.However, on further irradiation the tetrazolophenanthrene 12 can be transformed into the polycyclic 4H-imidazole 13.The 4H-imidazoles all undergo <1,5>alkyl or aryl shifts to carbon when heated, 5,7,9 and 13 giving 6,8,10 and 14 respectively.
View MoreSuzhou CarbonWell Pharma-Tech Co., Ltd
Contact:Tel: + 86 (0)512-8898-1216; + 86-18606258602
Address:2358 Changan Road, Wujiang Scientific Innovation Park, Wujiang, Jiangsu Province, P. R. China 215200
Shanghai Mintchem Development ., Ltd
Contact:0086 21 5190 8570
Address:R602,4#,89Nong, Mudan Road Pudong Shanghai China
Jinan Jinguilin Chemical Co.,Ltd
Contact:+86-531-81188412
Address:3rd floor of Torch Building, Huanyuan Rd, City of Jinan
Shijiazhuang Sdyano Fine Chemical Co., Ltd
Contact:+86-311-89830448
Address:NO.48 Ta Nan Road,Yuhua District,Shijiazhuang,Hebei,China
Contact:+86-134-5286-9121
Address:Add: Wing Tuck Commercial Centre, 177-183 Wing Lok Street, Hong Kong,
Doi:10.1016/j.tetlet.2011.07.054
(2011)Doi:10.1021/acs.orglett.1c00464
(2021)Doi:10.1002/anie.201103409
(2011)Doi:10.1002/adsc.201900983
(2019)Doi:10.1016/j.bmc.2018.08.011
(2018)Doi:10.1002/ejic.201100260
(2011)
