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A ZnCl2-Catalyzed Knoevenagel Condensation/1,5-Hydride Shift/Cyclization Sequence: Synthesis of Novel Spiroisoxazol-5-one Tetrahydroquinolines

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Indexed by:期刊论文

Date of Publication:2016-08-16

Journal:CHEMISTRYSELECT

Included Journals:SCIE

Volume:1

Issue:13

Page Number:3713-3717

ISSN No.: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.

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