Journal of Organic Chemistry p. 765 - 770 (1981)
Update date:2022-08-02
Topics:
Wade, Peter A.
Hinney, Harry R.
Amin, Nayan V.
Vail, Peter D.
Morrow, Scott D.
et al.
(Phenylsulfonyl)nitromethane (1) is preferentially C-alkylated by benzylic halides and primary alkyl iodides, affording secondary α-nitro sulfone products. α-Nitro sulfones are also obtained from the corresponding C-alkylation of allylic acetates in the presence of catalytic tetrakis(triphenylphosphine)palladium.The palladium(0)-catalyzed reaction is stereospecific for geranyl and neryl acetates and is also regioselective.Desulfonation of α-nitro sulfones is readily accomplished by light-induced reduction with 1-benzyl-1,4-dihydronicotinamide (BNAH).Reduction of secondary α-nitro sulfones with 20percent aqueous titanium(III) chloride affords nitriles.Oxidation with alkaline permanganate affords carboxylic acids.
View MoreHangzhou Think Chemical Co. Ltd
website:http://www.thinkchem.com/
Contact:86-571-89986307/81956191/81956084/81956192
Address:Room 501-502, Tower E, Yuanjian Building, Yuanyang International Center, Hangzhou-310011, China
website:http://www.alwaychem.com
Contact:+86-532-8586-4000, 8586-5000
Address:NO.51, TAIPING ROAD, QINGDAO, CHINA. 266001
Dongtai Xinyuan Chemical Co., Ltd.
Contact:+86-21-56733000
Address:404F, 99Nong No.117 Zhongtan Rd. Shanghai
Fuxin Jintelai Fluorin Chemical Co., Ltd.
Contact:+86-0418-8229599
Address:, 7th Huagong Road, Fluorine industry development zone (Yimatu Town,Fumeng County),Fuxin City, Liaoning Province, China
ShangHai BMG Chemical Co., Ltd
Contact:+86-13524845543
Address:Room 602, no 291 sikai road shanghai
Doi:10.1021/jo00317a043
(1981)Doi:10.1016/S0040-4039(00)77411-9
(1980)Doi:10.1021/ja01175a063
(1949)Doi:10.1021/np0400353
(2004)Doi:10.1016/S0040-4039(00)77414-4
(1980)Doi:10.1021/jo00319a005
(1981)
