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Simple, efficient copper-free Sonogashira coupling of haloaryl carboxylic acids or unactivated aryl bromides with terminal alkynes

Paper ID Volume ID Publish Year Pages File Format Full-Text
51863 46857 2008 4 PDF Available
Title
Simple, efficient copper-free Sonogashira coupling of haloaryl carboxylic acids or unactivated aryl bromides with terminal alkynes
Abstract

In the absence of Cu(I), the catalytic coupling of haloaryl carboxylic acids or unactivated aryl bromides with terminal alkynes are shown to occur in the presence of 10 equiv. piperidine at 85 °C within 20 min using PdCl2(PPh3)2 as catalyst in good to excellent yields. This procedure avoids the carboxy group protection/deprotection steps and enhances the total yield to simplify the synthesis of acetylenic retinoids. It is noteworthy that this protocol employs direct, mild and efficient copper-free reaction conditions.

Keywords
Sonogashira; Coupling; Alkynes; Catalysis; Palladium
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Simple, efficient copper-free Sonogashira coupling of haloaryl carboxylic acids or unactivated aryl bromides with terminal alkynes
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Publisher
Database: Elsevier - ScienceDirect
Journal: Catalysis Communications - Volume 9, Issue 13, 20 July 2008, Pages 2154–2157
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Catalysis
Get Full-Text Now
Don't Miss Today's Special Offer
Price was $35.95
You save - $31
Price after discount Only $4.95
100% Money Back Guarantee
Full-text PDF Download
Online Support
Any Questions? feel free to contact us