Synthesis of aminomethylazetidines regioselective reactions of mesyloxymethylazetidinones with nucleophiles II | Zendy

Boros Éva | Zendy; Bertha Ferenc | Zendy; Czira Gábor | Zendy; Feller Antal | Zendy; Fetter József | Zendy; KajtárPeredy Mária | Zendy; Simig Gyula | Zendy

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Synthesis of aminomethylazetidines regioselective reactions of mesyloxymethylazetidinones with nucleophiles II

Author(s) -

Boros Éva,

Bertha Ferenc,

Czira Gábor,

Feller Antal,

Fetter József,

KajtárPeredy Mária,

Simig Gyula

Publication year - 2006

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.5570430218

Subject(s) - chemistry , regioselectivity , azetidine , lithium aluminium hydride , nucleophile , lithium (medication) , ring (chemistry) , nucleophilic substitution , aluminum hydride , combinatorial chemistry , medicinal chemistry , organic chemistry , catalysis , medicine , methoxide , endocrinology

Two efficient methods have been developed for the synthesis of variously substituted 2‐aminomethylazetidine derivatives 5 by regioselective nucleophilic substitution of 4‐mesyloxymethylazetidin‐2‐ones 3 followed by reduction or by reduction of the appropriate 4‐oxo‐azetidine‐2‐carboxamides 7 . A novel ring transformation of 4‐oxoazetidine‐2‐carboxamides 7 into tetrahydroquinolines 16 by reaction with lithium aluminium hydride/aluminium trichloride has been investigated.

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