J Org Chem. 2008 Jan 4;73(1):312-5. Epub 2007 Dec 5.

Chlorination/cyclodehydration of amino alcohols with SOCl2: an old reaction revisited.

Xu F, Simmons B, Reamer RA, Corley E, Murry J, Tschaen D.

Source

Department of Process Research, Merck Research Laboratory, Rahway, New Jersey 07065, USA. feng_xu@merck.com

Abstract

A simple, one-pot preparation of cyclic amines via efficient chlorination of amino alcohols with use of SOCl(2) has been developed. This approach obviates the need for the classical N-protection/O-activation/cyclization/deprotection sequence commonly employed for this type of transformation. The reaction pathways and the general scope of this method have also been investigated.

PMID:: 18052293; [PubMed - indexed for MEDLINE]

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Chlorination/cyclodehydration of amino alcohols with SOCl2: an old reaction revi...
Chlorination/cyclodehydration of amino alcohols with SOCl2: an old reaction revisited.
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