Volume 20, Issue 2
Preparative Organic Chemistry
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ChemInform Abstract: Reaction of Hydroxy and Carbonyl Compounds with Sulfur Tetrafluoride. Part 20. Reactions of Glycols with SF4.

S. M. HASSANEIN

S. M. HASSANEIN

Odesskii politekh. inst.

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A. I. BURMAKOV

A. I. BURMAKOV

Odesskii politekh. inst.

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F. A. BLOSHCHITSA

F. A. BLOSHCHITSA

Odesskii politekh. inst.

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L. M. YAGUPOL'SKII

L. M. YAGUPOL'SKII

Odesskii politekh. inst.

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First published: January 10, 1989

Abstract

The reactions between 1,2-, 1,3- or 1,4-diols and SF4, which are carried out according to method A) using the diols (I), (IV), (IX) or (XI) as the substrates, proceed via substitution of a hydroxy group by a fluorine atom to give the fluoro derivatives (III), (VII)/(VIII), (X) or (XII) either directly or after work-up of the fluorosulfites (cf.

ChemInform Abstract

The reactions between 1,2-, 1,3- or 1,4-diols and SF4, which are carried out according to method A) using the diols (I), (IV), (IX) or (XI) as the substrates, proceed via substitution of a hydroxy group by a fluorine atom to give the fluoro derivatives (III), (VII)/(VIII), (X) or (XII) either directly or after work-up of the fluorosulfites (cf. (II), (V) and (VI)) according to method B). These fluorination reactions probably proceed via unstable cyclic difluorosulfurans.

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