Release Time:2019-03-13  Hits:

Indexed by: Journal Article

Date of Publication: 2016-08-16

Journal: CHEMISTRYSELECT

Included Journals: SCIE

Volume: 1

Issue: 13

Page Number: 3713-3717

ISSN: 2365-6549

Key Words: 1,5-H shift; spiroisoxazol-5-one; tetrahydroquinoline; zinc chloride

Abstract: A concise synthesis of novel spiroisoxazol-5-one tetrahydroquinoline derivatives has been developed by an efficient ZnCl2-catalyzed stereoselective Knoevenagel Condensation/1,5-hydride shift/cyclization sequence. The reactions are broad in scope and the products could be obtained in good to high yields (up to 97% yield) with good to excellent diaster-eoselectivities (up to >95:5 dr). In addition, these products may be converted into novel 5-hydroxy-spiroisoxazolines and spiropyrazolones.