1,3,2-Dioxathiolane 2,2-dioxides photochemical chlorination

Ethylene, /3-(dimethylamino)-nitro-in pyrrole synthesis, 4, 334 Ethylene, dithienyl-in photochromic processes, 1, 387 Ethylene, furyl-2-nitro-dipole moments, 4, 555 Ethylene, l-(3-indolyl)-2-(pyridyl)-photocyclization, 4, 285 Ethylene, l-(2-methyl-3-indolyl)-l,2-diphenyl-synthesis, 4, 232 Ethylene, (phenylthio)-photocyclization thiophenes from, 4, 880 Ethylene carbonate C NMR, 6, 754 microwave spectroscopy, 6, 751 photochemical chlorination, 6, 769 synthesis, 6, 780 Ethylene oxide as pharmaceutical, 1, 157 thiophene synthesis from, 4, 899 Ethylene sulfate — see 2,2-dioxide under 1,3,2-Dioxathiolane... 

In contrast to the oxidative cleavage of cyclic sulfites with chlorine, the photochemical chlorination of 1,3,2-dioxathiolane 2,2-dioxide gave a 4,5-dichloro derivative, which was formed via a radical process. Subsequent dechlorination of the dichloro compound with magnesium in refluxing tetra-hydrofuran gave 1,3,2-dioxathiole 2,2-dioxide (Scheme 78) (68JA2970). 

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