Substituent effects on the reactivity of benzo-1, 2-dithiolan-3-one 1-oxides and their possible application to the synthesis of DNA-targeting drugs

N Sawwan, EM Brzostowska…

Index: Sawwan, Nahed; Brzostowska, Edyta M.; Greer, Alexander Journal of Organic Chemistry, 2005 , vol. 70, # 17 p. 6968 - 6971

Full Text: HTML

Citation Number: 3

Abstract

The efficiency of polysulfane product generation has been investigated for n-propyl thiol reactions with ortho-and para-substituted benzo-1, 2-dithiolan-3-one 1-oxides in acetonitrile- water (7: 3) mixtures. The reaction is facilitated by reducing the electron density at the para position or by placing substituents bearing lone pair electrons ortho to the dithiolanone- oxide (S1) reaction center. Through-space and through-bond effects both contribute to the ...