Highly regio- and stereoselective synthesis of indene and benzo[b]furan derivatives via a Pd-catalyzed carboannulation of propargyl carbonates with nucleophiles.

J Org Chem

State Key Laboratory of Applied Organic Chemistry, Lanzhou University, and State Key Laboratory of Solid Lubrication, Lanzhou Institute of Chemical Physics, Chinese Academy of Science, Lanzhou, PR China.

Published: June 2008

A new and efficient synthesis of indene and benzo[b]furan derivatives has been achieved via Pd-catalyzed carboannulation of propargyl carbonates with nucleophiles in good to excellent yields with high regio- and stereoselectivity. A novel sequence of nucleophilic attack is observed, and a possible mechanism is proposed.

Download full-text PDF

Source
http://dx.doi.org/10.1021/jo8002776DOI Listing

Publication Analysis

Top Keywords

synthesis indene
8
indene benzo[b]furan
8
benzo[b]furan derivatives
8
pd-catalyzed carboannulation
8
carboannulation propargyl
8
propargyl carbonates
8
carbonates nucleophiles
8
highly regio-
4
regio- stereoselective
4
stereoselective synthesis
4

Similar Publications

The biodegradation of organic aromatic compounds in subsurface environments is often hindered by limited dissolved oxygen. While oxygen supplementation can enhance in situ biodegradation, it poses financial and technical challenges. This study explores introducing low-oxygen concentrations in anaerobic environments for efficient contaminant removal, particularly in scenarios where coexisting pollutants are present.

View Article and Find Full Text PDF

Spirocyclic alkyl amino carbene (SCAAC) Ru complexes demonstrate outstanding activity and selectivity in ethenolysis of methyl oleate (MO) or fatty acid methyl esters (FAMEs), and 5,6-dimethoxyindane derivative was the most active catalyst to date. For the further catalyst design, we proposed modifying the spirocyclic fragment by fusion of saturated carbo- or heterocycle, linked to the 5,6-positions of indane or 6,7- positions of tetralin. Another suggested way of the modification of SCAAC complex was the insertion of chromane fragment to the carbene ligand.

View Article and Find Full Text PDF

Purinergic signaling plays a major role in aging and neurodegenerative diseases, which are associated with memory decline. Blackcurrant (BC), an anthocyanin-rich berry, is renowned for its antioxidant and neuroprotective activities. However, evidence on the effects of BC on purinergic signaling is lacking.

View Article and Find Full Text PDF

Background: Immune checkpoint inhibitors (ICIs) have revolutionized the treatment of many malignant tumors. However, ICI-induced hyper-immune activation causes cardiotoxicity. Traditional treatments such as glucocorticoids and immunosuppressants have limited effectiveness and may even accelerate tumor growth.

View Article and Find Full Text PDF

Bracken Fern Carcinogen, Ptaquiloside, Forms a Guanine -Adduct in DNA.

J Agric Food Chem

January 2025

Centre for Chemical Biology, Department of Chemistry, Institute for Nucleic Acids, University of Sheffield, Brook Hill, Sheffield S3 7HF, U.K.

Bracken fern ( sp.) is a viable and vigorous plant with invasive potential, ingestion of which causes chronic illness and cancers in farm animals. Bracken is a suspected human carcinogen, and exposure can result from ingestion of bracken-contaminated water, dairy products, or meat derived from livestock grazing on bracken fern.

View Article and Find Full Text PDF

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!