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  • Iron halide-mediated regio- and stereoselective halosulfonylation of terminal alkynes with sulfonylhydrazides: synthesis of (E)-β-chloro and bromo vinylsulfones.

Iron halide-mediated regio- and stereoselective halosulfonylation of terminal alkynes with sulfonylhydrazides: synthesis of (E)-β-chloro and bromo vinylsulfones.

The Journal of organic chemistry (2013-08-28)
Xiaoqing Li, Xinhua Shi, Mingwu Fang, Xiangsheng Xu
ABSTRACT

Halosulfonylation of terminal alkynes was achieved with sulfonylhydrazides as the sulfonyl precursor and inexpensive iron halide as halide source in the presence of TBHP, allowing the regio- and stereoselective generation of (E)-β-chloro and bromo vinylsulfones.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Iron(III) chloride, sublimed grade, ≥99.9% trace metals basis
Sigma-Aldrich
Iron(III) chloride, anhydrous, powder, ≥99.99% trace metals basis
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Iron(III) chloride hexahydrate, reagent grade, ≥98%, chunks
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Iron(III) chloride hexahydrate, puriss. p.a., ACS reagent, crystallized, 98.0-102% (RT)
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Iron(III) chloride hexahydrate, ACS reagent, 97%
Sigma-Aldrich
Iron(III) chloride solution, purum, 45% FeCl3 basis
Sigma-Aldrich
Iron(III) chloride solution, 0.2 M in 2-methyltetrahydrofuran
Millipore
TDA Reagent, suitable for microbiology