Recent advances in copper-catalyzed decarboxylative reactions of propargylic cyclic carbonates/carbamates
- PMID: 37222562
- DOI: 10.1039/d3cc01401k
Recent advances in copper-catalyzed decarboxylative reactions of propargylic cyclic carbonates/carbamates
Abstract
Copper-catalyzed decarboxylative reactions of propargylic cyclic carbonates/carbamates enable the efficient construction of widely available skeletons such as allenes, ethynyl-containing heterocycles, and tetrasubstituted stereogenic carbon centers. As an emerging field, these strategies have gained great attention and shown significant progress due to the presence of multiple electrophilic and nucleophilic reaction sites of propargylic cyclic carbonates/carbamates, as well as the distinct advantages of copper catalysis such as higher selectivity, low cost, and mild reaction conditions. In this review, the achievements in copper-catalyzed decarboxylative reactions of propargylic cyclic carbonates/carbamates are addressed. Mechanistic insights, synthetic applications, and their limitations are discussed. The challenges and opportunities of this field are also outlined.
Similar articles
-
An Update of Transition Metal-Catalyzed Decarboxylative Transformations of Cyclic Carbonates and Carbamates.Molecules. 2019 Oct 31;24(21):3930. doi: 10.3390/molecules24213930. Molecules. 2019. PMID: 31683557 Free PMC article. Review.
-
CuI-Catalyzed Decarboxylative Thiolation of Propargylic Cyclic Carbonates/Carbamates to Access Allenyl Thioethers.J Org Chem. 2021 May 7;86(9):6711-6720. doi: 10.1021/acs.joc.1c00453. Epub 2021 Apr 12. J Org Chem. 2021. PMID: 33844530
-
Vinyl and Alkynyl Substituted Heterocycles as Privileged Scaffolds in Transition Metal Promoted Stereoselective Synthesis.Acc Chem Res. 2024 Mar 5;57(5):726-738. doi: 10.1021/acs.accounts.3c00760. Epub 2024 Feb 22. Acc Chem Res. 2024. PMID: 38387878 Free PMC article.
-
Copper-Catalyzed Decarboxylative Cascade Cyclization of Propargylic Cyclic Carbonates/Carbamates with Pyridinium 1,4-Zwitterionic Thiolates to Fused Polyheterocyclic Structures.Org Lett. 2022 Jul 22;24(28):5120-5125. doi: 10.1021/acs.orglett.2c01959. Epub 2022 Jul 12. Org Lett. 2022. PMID: 35819406
-
Development of palladium-catalyzed transformations using propargylic compounds.Chem Pharm Bull (Tokyo). 2012;60(3):285-99. doi: 10.1248/cpb.60.285. Chem Pharm Bull (Tokyo). 2012. PMID: 22382407 Review.
Cited by
-
Copper-Mediated Divergent Reactivity of Allene-Tethered Carbamates under Radical Conditions.Org Lett. 2025 Jun 27;27(25):6823-6829. doi: 10.1021/acs.orglett.5c01990. Epub 2025 Jun 12. Org Lett. 2025. PMID: 40503960 Free PMC article.
Publication types
MeSH terms
Substances
LinkOut - more resources
Full Text Sources
Research Materials