Tags

Type your tag names separated by a space and hit enter

Regioselective cycloaddition of 3-azetidinones and 3-oxetanones with alkynes through nickel-catalysed carbon-carbon bond activation.
Chemistry. 2012 Mar 19; 18(12):3486-9.C

Abstract

Get in the ring! The first examples of transition-metal-catalysed C-C bond activation of 3-azetidinones and 3-oxetanones are reported. In the presence of a nickel catalyst and alkynes, a regioselective and high-yielding [4+2] cycloaddition occurs, leading to the formation of pyridinones, pyranones and eventually 4,5-disubstituted 3-hydroxypyridines (see scheme).

Links

Publisher Full Text (DOI)

Authors+Show Affiliations

Ho KY
Department of Chemistry, University of Liverpool, Crown Street, Liverpool L69 7ZD, UK.
Aïssa C
No affiliation info available

MeSH

AlkynesAzetidinesCatalysisCyclizationMolecular StructureNickelPhenyl EthersStereoisomerismTransition Elements

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

22359347

Citation

Ho, Kelvin Y T., and Christophe Aïssa. "Regioselective Cycloaddition of 3-azetidinones and 3-oxetanones With Alkynes Through Nickel-catalysed Carbon-carbon Bond Activation." Chemistry (Weinheim an Der Bergstrasse, Germany), vol. 18, no. 12, 2012, pp. 3486-9.
Ho KY, Aïssa C. Regioselective cycloaddition of 3-azetidinones and 3-oxetanones with alkynes through nickel-catalysed carbon-carbon bond activation. Chemistry. 2012;18(12):3486-9.
Ho, K. Y., & Aïssa, C. (2012). Regioselective cycloaddition of 3-azetidinones and 3-oxetanones with alkynes through nickel-catalysed carbon-carbon bond activation. Chemistry (Weinheim an Der Bergstrasse, Germany), 18(12), 3486-9. https://doi.org/10.1002/chem.201200167
Ho KY, Aïssa C. Regioselective Cycloaddition of 3-azetidinones and 3-oxetanones With Alkynes Through Nickel-catalysed Carbon-carbon Bond Activation. Chemistry. 2012 Mar 19;18(12):3486-9. PubMed PMID: 22359347.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Regioselective cycloaddition of 3-azetidinones and 3-oxetanones with alkynes through nickel-catalysed carbon-carbon bond activation. AU - Ho,Kelvin Y T, AU - Aïssa,Christophe, Y1 - 2012/02/22/ PY - 2012/01/16/received PY - 2012/2/24/entrez PY - 2012/2/24/pubmed PY - 2012/7/3/medline SP - 3486 EP - 9 JF - Chemistry (Weinheim an der Bergstrasse, Germany) JO - Chemistry VL - 18 IS - 12 N2 - Get in the ring! The first examples of transition-metal-catalysed C-C bond activation of 3-azetidinones and 3-oxetanones are reported. In the presence of a nickel catalyst and alkynes, a regioselective and high-yielding [4+2] cycloaddition occurs, leading to the formation of pyridinones, pyranones and eventually 4,5-disubstituted 3-hydroxypyridines (see scheme). SN - 1521-3765 UR - https://www.unboundmedicine.com/medline/citation/22359347/Regioselective_cycloaddition_of_3_azetidinones_and_3_oxetanones_with_alkynes_through_nickel_catalysed_carbon_carbon_bond_activation_ L2 - https://doi.org/10.1002/chem.201200167 DB - PRIME DP - Unbound Medicine ER -