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 MoreJiangxi Dongxu Chemical Science & Technology Co.,Ltd
Contact:+86-791-86899381
Address:Nanchang, Jiangxi, China
Contact:+86 021-51698675
Address:1701, Jielong Plaza, No.618 Pingliang Rd, ShangHai,China
Changde Yungang Biotechnology Co., Ltd
website:http://www.cdyg.com
Contact:+86-736-7391178
Address:Qiaonan Industrial Park, Changde City, Hunan Province
Nanjing Chemical Material Corp.(NCMC)
website:http://www.njchemm.com
Contact:0086-25-83172879
Address:B12 Technology and Innovation Building, Nanjing Tech University, No.5 New Model Road
Jurong Huaheng Natural Biological Products Factory
website:http://www.risebiochem.com
Contact:+86-13921007726
Address:Chuncheng town,Jurong city,Jiangsu province,China
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)
