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 MoreZhangjiagang Golden Reach Fine Chemical Co.,LTD.
Contact:+86-512-6585 6968
Address:Changfu Road， Dongsha Chemical Industry Park, Zhangjiagang City, Jiangsu Province, China
Shijiazhuang Frontierchem Co., Ltd.
Contact:+86-311-89271196
Address:4-4-202 No.15 Biandian Street,Shijiazhuang
Contact:+86-21-61318535
Address:Building 29,No.2139 Xizha Road, Fengxian District, Shanghai
Xiamen Kaijia Imp & Exp Co., Ltd.
Contact:86-592-5101177
Address:Room406 Luhui Building No. 65 Haitian Road Huli Xiamen,China.
Huangshi Meifeng Chemical Co.,ltd.
Contact:+86-714-6516706
Address:1941-4-3#,Hubin Avenue,Huangshi,Hubei,China
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)
