Comparison of benzene, nitrobenzene, and dinitrobenzene 2-arylsulfenylpyrroles

JR Garabatos-Perera, BH Rotstein…

Index: Garabatos-Perera, Jose R.; Rotstein, Benjamin H.; Thompson, Alison Journal of Organic Chemistry, 2007 , vol. 72, # 19 p. 7382 - 7385

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Citation Number: 16

Abstract

The effectiveness of the 2, 4-dinitrobenzenesulfenyl and 4-nitrobenzenesulfenyl groups as masking and directing groups at the 2-position of pyrrole has been investigated and compared to that of 2-phenylthiopyrrole. The presence of the nitro group (s) enhances stability of the corresponding pyrrole toward acid and does not significantly decrease the ability of the pyrrolic unit to undergo electrophilic aromatic substitution reactions in the ...