Chemical and Pharmaceutical Bulletin p. 1675 - 1682 (1992)
Update date:2022-08-05
Topics:
Harano
Nakagawa
Kamei
Kiyonaga
Hisano
Pyridine N-oxides bearing electron-donating substituents (III) are efficient catalysts for rearrangement of O-alkyl S-methyl dithiocarbonates (xanthates) (I) to the corresponding S-alkyl S-methyl dithiocarbonates (dithiolcarbonates) (II). Of the catalysts tested, 4-piperidinopyridine N-oxide (IIIh) is the best from the viewpoints of catalytic activity and solubility in I. Heating of I in the presence of catalytic amounts (0.02-0.05 molar eq) of IIIh gave II together with the symmetric S,S-dialkyl and S,S-dimethyl dithiocarbonates in good yields. The catalytic behavior of donor-substituted pyridine N-oxides is discussed on the basis of kinetic and molecular orbital calculation data. The complete calculation of the perturbation equation on the initial stage of the reaction was consistent with the experimentally observed activity of the catalysts.
View MoreContact:86-571-61063068
Address:LINAN
PINGYUAN SIHUAN PHARMACEUTICAL CO., LTD
Contact:+86-531-55696072
Address:#2766,yinxiu Road, Economic Development Zone, Pingyuan Country, Shandong Province, China.
Contact:0550-7041128 0550-7090578
Address:Wangdian Street,Xinjie Town
Hangzhou Mole's Science & Technology Co.,Ltd.(expird)
Contact:+86-571-56880228
Address:15F Guodu development Building, NO.182 Zhaohui Road
Zhejiang Chemicals Import & Export Corporation
Contact:86-571-87043088
Address:No.37,Qingchun Road,Hangzhou,China
Doi:10.1016/S0040-4039(00)80342-1
(1988)Doi:10.1016/S0040-4039(99)00540-7
(1999)Doi:10.1016/S0022-328X(98)01044-4
(1999)Doi:10.1016/S0040-4039(99)00484-0
(1999)Doi:10.1016/j.ica.2018.01.021
(2018)Doi:10.1016/S0968-0896(99)00007-3
(1999)
