Tags

Type your tag names separated by a space and hit enter

Synthesis of Cyclohexane-Fused Isocoumarins via Cationic Palladium(II)-Catalyzed Cascade Cyclization Reaction of Alkyne-Tethered Carbonyl Compounds Initiated by Intramolecular Oxypalladation of Ester-Substituted Aryl Alkynes.
J Org Chem. 2016 Apr 15; 81(8):3423-9.JO

Abstract

A cationic Pd(II)-catalyzed cascade cyclization reaction of alkyne-tethered carbonyl compounds was developed. This reaction is initiated by intramolecular oxypalladation of alkynes with an ester group followed by 1,2-addition of the formed C-Pd(II) bond to the carbonyl group, providing a highly efficient method for the synthesis of cyclohexane-fused isocoumarins.

Links

Publisher Full Text (DOI)

Authors+Show Affiliations

Zhang J
State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences , 345 Lingling Road, Shanghai 200032, China.
Han X
State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences , 345 Lingling Road, Shanghai 200032, China.
Lu X
State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences , 345 Lingling Road, Shanghai 200032, China.

MeSH

AlkynesCatalysisCationsCyclizationCyclohexanesEstersIndolesIsocoumarinsMolecular StructurePalladium

Pub Type(s)

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

Language

eng

PubMed ID

26999527

Citation

Zhang, Jianbo, et al. "Synthesis of Cyclohexane-Fused Isocoumarins Via Cationic Palladium(II)-Catalyzed Cascade Cyclization Reaction of Alkyne-Tethered Carbonyl Compounds Initiated By Intramolecular Oxypalladation of Ester-Substituted Aryl Alkynes." The Journal of Organic Chemistry, vol. 81, no. 8, 2016, pp. 3423-9.
Zhang J, Han X, Lu X. Synthesis of Cyclohexane-Fused Isocoumarins via Cationic Palladium(II)-Catalyzed Cascade Cyclization Reaction of Alkyne-Tethered Carbonyl Compounds Initiated by Intramolecular Oxypalladation of Ester-Substituted Aryl Alkynes. J Org Chem. 2016;81(8):3423-9.
Zhang, J., Han, X., & Lu, X. (2016). Synthesis of Cyclohexane-Fused Isocoumarins via Cationic Palladium(II)-Catalyzed Cascade Cyclization Reaction of Alkyne-Tethered Carbonyl Compounds Initiated by Intramolecular Oxypalladation of Ester-Substituted Aryl Alkynes. The Journal of Organic Chemistry, 81(8), 3423-9. https://doi.org/10.1021/acs.joc.6b00128
Zhang J, Han X, Lu X. Synthesis of Cyclohexane-Fused Isocoumarins Via Cationic Palladium(II)-Catalyzed Cascade Cyclization Reaction of Alkyne-Tethered Carbonyl Compounds Initiated By Intramolecular Oxypalladation of Ester-Substituted Aryl Alkynes. J Org Chem. 2016 Apr 15;81(8):3423-9. PubMed PMID: 26999527.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Synthesis of Cyclohexane-Fused Isocoumarins via Cationic Palladium(II)-Catalyzed Cascade Cyclization Reaction of Alkyne-Tethered Carbonyl Compounds Initiated by Intramolecular Oxypalladation of Ester-Substituted Aryl Alkynes. AU - Zhang,Jianbo, AU - Han,Xiuling, AU - Lu,Xiyan, Y1 - 2016/03/29/ PY - 2016/3/22/entrez PY - 2016/3/22/pubmed PY - 2016/9/22/medline SP - 3423 EP - 9 JF - The Journal of organic chemistry JO - J Org Chem VL - 81 IS - 8 N2 - A cationic Pd(II)-catalyzed cascade cyclization reaction of alkyne-tethered carbonyl compounds was developed. This reaction is initiated by intramolecular oxypalladation of alkynes with an ester group followed by 1,2-addition of the formed C-Pd(II) bond to the carbonyl group, providing a highly efficient method for the synthesis of cyclohexane-fused isocoumarins. SN - 1520-6904 UR - https://www.unboundmedicine.com/medline/citation/26999527/Synthesis_of_Cyclohexane_Fused_Isocoumarins_via_Cationic_Palladium_II__Catalyzed_Cascade_Cyclization_Reaction_of_Alkyne_Tethered_Carbonyl_Compounds_Initiated_by_Intramolecular_Oxypalladation_of_Ester_Substituted_Aryl_Alkynes_ DB - PRIME DP - Unbound Medicine ER -