Nucleophilic reactions of ethylene derivatives. I. Reaction of α-iodo-β-nitrostyrene with sulfinic acids

Abstract

1-Aryl-1-arylsulfonylethene derivatives have been prepared by the interaction of α-iodo-β-nitrostyrene with arenesulfinic acids. The structure of the products were confirmed by 1 H-NMR, IR, UV spectroscopy and elemental analysis. The kinetic studies indicated that the reaction took place via vinyl nucleophilic substitution mechanism. The principal kinetics and reaction parameters were determined.

A Facile Synthesis of β-Iodonitro Alkenes via Iodonitration of Alkynes with tert-Butyl Nitrite and Iodine

“…When 2a was treated with N-methylaniline in the presence of N,N-diisopropylethylamine, 3a was produced in 69% yield, which can further undergo a photoinduced cyclization to form 1-methyl-2-phenylindole 4. 11 Similarly, substitution reactions with other nucleophiles, such as thiourea, 12 sodium benzenesulfinate 13 and dimethyl malonate 14 gave 3b-d, respectively (Scheme 3).…”