Tetrahedron Letters p. 6393 - 6396 (2007)
Update date:2022-08-04
Topics:
De Oliveira, Eliseu O.
Brandt, Carlos A.
Da Silveira, Maria A.B.
Glennon, Richard A.
Novel 2-, and N-substituted 5-methylene-pyrrolidine benzamides and 2-, 3-, and N-substituted 5-methylene-2-pyrroline benzamides were synthesized for the first time in a straightforward manner and in good yields via iodocyclization of γ- and α-alkenyl-β-enaminoesters, respectively. The key step in the process is the synthesis of the methylene-pyrrolidine iodide and methylene-2-pyrroline iodide intermediates. Functional group inter-conversion of these iodides to their amino analogs, and their subsequent coupling to benzoic acids via EDC, afforded the above pyrrolidine/2-pyrroline-substituted benzamides in yields of around 75%.
View Morewuxi huabin bio-tech Co.,Ltd(expird)
Contact:86-0510-85133006
Address:hubin road NO157
website:http://www.angchenchem.com
Contact:+86-510-88302099 82327577
Address:Rm. 404/405, Floor 4th, No. 983 FengXiang Road, Wuxi, China
Jiangsu Taihu New Materials Holding Co., Ltd
Contact:+86-519-86160108
Address:Xueyan Town, Changzhou City, Jiangsu Province, 213169, China
Shanghai Forever Synthesis Co.,Ltd.
Contact:021-61124658
Address:Zhoukang Road,Pudong New District,Shanghai,China
Contact:+44 (0)2036089360-31
Address:Chanceryhouse,Chancery Lan
Doi:10.1016/j.tetlet.2007.07.068
(2007)Doi:10.1055/s-2007-983789
(2007)Doi:10.1002/ejic.200600559
(2006)Doi:10.1016/j.bioorg.2007.07.001
(2007)Doi:10.1039/f19827802259
(1982)Doi:10.1021/ja039127p
(2004)