A Microwave-Promoted/Assisted Method for Rapid Preparation of Biaryl Seven-membered Lactones

Chunqi      Hu; Jun      Li; Wenting      Du

Abstract

Background: Biaryl seven-membered lactones (BSLs), the target compounds are a class of bioactive compounds with anti-arrhythmic activity, which also serve as a starting material or structural units for chemical synthesis.

Objective: To report a simple and efficient procedure for the synthesis of biaryl seven-membered lactones.

Method: Under microwave, the umpolung reaction was promoted by N-heterocyclic carbenes under oxygen, with anhydrous potassium carbonate as base and with 1,4,7,10,13,16-Hexanoxacyclooctadecane (18-crown-6) as a phase-transfer catalyst.

Results: The practical protocol was found to be compatible with different structurally diverse substrates and with moderate to excellent yields.

Conclusion: This synthesis method has the advantage of high efficacy and novelty, short reaction time, operation simplicity, mild condition and high yields, providing a useful and atom-economic approach to the synthesis of BSLs.

Keywords: BSLs, carbene salt, lactones, N-heterocyclic carbine, microwave, umpolung reaction.

« Previous

Graphical Abstract

Rights & Permissions Print Cite

Medicinal Chemistry

Title:A Microwave-Promoted/Assisted Method for Rapid Preparation of Biaryl Seven-membered Lactones

Volume: 13 Issue: 3

Author(s): Chunqi Hu, Jun Li and Wenting Du

Affiliation:

Keywords: BSLs, carbene salt, lactones, N-heterocyclic carbine, microwave, umpolung reaction.

Abstract: Background: Biaryl seven-membered lactones (BSLs), the target compounds are a class of bioactive compounds with anti-arrhythmic activity, which also serve as a starting material or structural units for chemical synthesis.

Objective: To report a simple and efficient procedure for the synthesis of biaryl seven-membered lactones.

Results: The practical protocol was found to be compatible with different structurally diverse substrates and with moderate to excellent yields.

Export Options

Export File:

RIS (for EndNote, Reference Manager, ProCite)

BibTeX

Text

Content:

Citation Only

Citation and Abstract

About this article

Cite this article as:

Hu Chunqi, Li Jun and Du Wenting, A Microwave-Promoted/Assisted Method for Rapid Preparation of Biaryl Seven-membered Lactones, Medicinal Chemistry 2017; 13 (3) . https://dx.doi.org/10.2174/1573406413666161117121441

DOI https://dx.doi.org/10.2174/1573406413666161117121441	Print ISSN 1573-4064
Publisher Name Bentham Science Publisher	Online ISSN 1875-6638

About this journal

Call for Papers in Thematic Issues

Submission closes on : 08 May, 2024

Carbohydrates in Computational and Medicinal Chemistry

Carbohydrates are the most essential organic molecules and are involved in the maintenance of various physiological and metabolic processes in living organisms. Carbohydrate-based compounds have come to the attention of researchers because of their significant contributions to biological functions, such as cell development and cell proliferation, connections between several cells, ...read more

Guest Editor(s): S. M.A. Kawsar

Submission closes on : 11 May, 2024

Recent Advances in the Medicinal Chemistry of Cancer

Scope of the Thematic Issue: Correlation between structure and function is one of the important aspects of the success of anti-cancer compounds associated with their structure-activity interactions, physiology, biochemical, molecular, and genetic processes. Overcoming these obstacles is key to obtaining further insights into developments in rational drug design, bioorganic chemistry, ...read more

Guest Editor(s): I??l Y?ld?r?m