Journal of Organic Chemistry p. 3373 - 3377 (1984)
Update date:2022-07-30
Topics:
Vander Meer, Robert K.
Olofson, R. A.
3-Unsubstituted anthranilium salts 1 react with alcohols in the presence of bases to yield adducts 5 which rearrange to the esters 4 when refluxed in xylene.Similar processes involving 1 and cyanide or azide also have been observed.Evidence favoring benzoazetinones 2 as rearrangement intermediates is presented.The chemistry of 1 with phosphines and phosphites is also described.For example, treatment of 1c with trimethyl phosphite yields the rearranged adduct salt 14 which cleaves to the acyl phosphonate 15 when treated with triethylamine.
View MoreContact:+86-10-67147360/67107388
Address:No.18 Guangming Zhongjie, Chongwen District, Beijing, 100061, China
Dongtai Xinyuan Chemical Co., Ltd.
Contact:+86-21-56733000
Address:404F, 99Nong No.117 Zhongtan Rd. Shanghai
BAODING SINO-CHEM INDUSTRY CO.,LTD
Contact:0312-5956088
Address:NO.8 FUXING ROAD,CHINA
chengdu firsterchem Pharmaceutical Co., Ltd.
Contact:028-66825849
Address:chengdu
Shenyang Mole pharmaceutical Technology Development Co.,Ltd
Contact:+86-24-31204918/13889278616
Address:No.44, wanliutang road, shenhe District of Shenyang
Doi:10.1021/ol4028978
(2013)Doi:10.1016/j.bmcl.2007.06.028
(2007)Doi:10.1021/ja063735y
(2006)Doi:10.1021/jo061104g
(2006)Doi:10.1016/j.tetlet.2006.07.106
(2006)Doi:10.1016/S0040-4039(01)80133-7
(1984)
