Journal of Organic Chemistry p. 1397 - 1400 (1987)
Update date:2022-08-04
Topics:
Hori, Mikio
Kataoka, Tadashi
Shimizu, Hiroshi
Tsutsumi, Kazuhiro
The thermal reaction of 2-methyl-4-oxo-2-selenoniochroman-3-ide (4) in aprotic solvents afforded (E)-bis<2-<(methylseleno)methyl>benzoyl>ethylene (5) and trans-1,2,3-tris<2-<(methylseleno)methyl>benzoyl>cyclopropane (6) via a carbene intermediate.Ethanol reacted thermally with 4 to open the chroman ring, giving ethyl 2-<(methylseleno)methyl>benzoate (9a) and ethyl 2-(ethoxymethyl)benzoate (10a), whereas reaction with methanol yielded only methyl 2-<(methylseleno)methyl>benzoate (9b).Hydrolysis of ylide 4 eliminated dimethyl selenide, giving phthalide and 2-(hydroxymethyl)benzoic acid.
View MoreZhejiang Genebest Pharmaceutical Co.,Ltd.
Contact:0086-571-63532866
Address:No.1 Jinboshi Rd Lishan Town Fuyang City Zhejiang Province China
Shanghai Micro-mega Industry Co., Ltd.
Contact:0086-21-34628682;57153848
Address:Rm413,No.413,West Meilong Road, Minhang District,Shanghai P R China
Contact:86-607-68073220
Address:1 ave na road jiahua st
Jiangsu Fengshan Group Co., Ltd.
Contact:86-25-86558671
Address:1903,Central International Mansion 105-6 North Zhongshan Road, Nanjing, China
Nanjing Chemzam Pharmtech Co., Ltd.
Contact:+86-25-86462165,+86-13915979898
Address:C5-1,6 Maiyue Road,Maigaoqiao,Nanjing,Jiangsu,China
Doi:10.1246/cl.1985.1849
(1985)Doi:10.1055/s-1987-27907
(1987)Doi:10.1016/j.bioorg.2019.102983
(2019)Doi:10.1016/j.tetasy.2008.03.003
(2008)Doi:10.1039/jr9570004563
(1957)Doi:10.1007/BF00574584
(1986)