Document Detail

An expeditious route to eight-membered heterocycles by nickel-catalyzed cycloaddition: low-temperature C(sp)2-C(sp)3 bond cleavage.
MedLine Citation:
PMID:  22806996     Owner:  NLM     Status:  MEDLINE    
A cool break: 3-Azetidinone and a variety of diynes undergo a cycloaddition reaction catalyzed by Ni/IPr to give dihydroazocine compounds (see scheme; IPr=1,3-bis(2,6-diisopropylphenyl)imidazolidene). The reaction involves a challenging C(sp)2-C(sp)3 bond cleavage step, yet, surprisingly, proceeds at low temperature.
Puneet Kumar; Kainan Zhang; Janis Louie
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Publication Detail:
Type:  Journal Article; Research Support, N.I.H., Extramural; Research Support, U.S. Gov't, Non-P.H.S.     Date:  2012-07-17
Journal Detail:
Title:  Angewandte Chemie (International ed. in English)     Volume:  51     ISSN:  1521-3773     ISO Abbreviation:  Angew. Chem. Int. Ed. Engl.     Publication Date:  2012 Aug 
Date Detail:
Created Date:  2012-08-14     Completed Date:  2013-03-12     Revised Date:  2013-08-27    
Medline Journal Info:
Nlm Unique ID:  0370543     Medline TA:  Angew Chem Int Ed Engl     Country:  Germany    
Other Details:
Languages:  eng     Pagination:  8602-6     Citation Subset:  IM    
Copyright Information:
Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
Department of Chemistry, University of Utah, 315 South, 1400 East, Salt Lake City, Utah 84112-0850, USA.
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MeSH Terms
Alkynes / chemistry*
Azetidines / chemistry*
Cycloaddition Reaction
Heterocyclic Compounds / chemical synthesis*,  chemistry
Nickel / chemistry*
Grant Support
Reg. No./Substance:
0/2-azetidinone; 0/Alkynes; 0/Azetidines; 0/Heterocyclic Compounds; 7440-02-0/Nickel

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