Synthesis of Indeno[1,2‑c]furans via a Pd-Catalyzed Bicyclization of 2‑Alkynyliodobenzene and Propargylic Alcohol

A general and efficient synthesis of indeno[1,2]furans via a Pd-catalyzed bicyclization reaction between 2-alkynyliodobenzenes and propargylic alcohols is described. The procedure furnishes indeno[1,2]furans with moderate to excellent yields (51%–78%) and a broad substrate scope. The cascade process...

Full description

Saved in:
Bibliographic Details
Published in:Journal of organic chemistry 2012-12, Vol.77 (24), p.11368-11371
Main Authors: Jin, Jisong, Luo, Yan, Zhou, Chao, Chen, Xiaopeng, Wen, Qiaodong, Lu, Ping, Wang, Yanguang
Format: Article
Language:English
Subjects:
Alkynes - chemistry
Benzene - chemistry
Catalysis
Chemistry
Chemistry Techniques, Synthetic
Cyclization
Exact sciences and technology
Furans - chemical synthesis
Furans - chemistry
Heterocyclic compounds
Heterocyclic compounds with o, s, se, te hetero atom and condensed derivatives
Organic chemistry
Palladium - chemistry
Preparations and properties
Propanols - chemistry
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:A general and efficient synthesis of indeno[1,2]furans via a Pd-catalyzed bicyclization reaction between 2-alkynyliodobenzenes and propargylic alcohols is described. The procedure furnishes indeno[1,2]furans with moderate to excellent yields (51%–78%) and a broad substrate scope. The cascade process combines the formation of one C–O bond and two C–C bonds in a single step.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo302223y