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Archive for the ‘benzyne’ Category

Benzyne chemistry for tubingensin A

Posted by naturalproductman on February 19, 2014

Neil Garg and co-workers have reported in JACS on the synthesis of tubingensin A. An interesting [2+2] reaction occurred between a benzyne and an enolate.

2+2

JACS paper

Posted in Alkaloids, benzyne, Cascade Reactions, Methodology | Leave a Comment »

First benzynes now pyridynes

Posted by naturalproductman on January 4, 2013

Benzynes have been the rage lately but I guess it was bound to happen where someone would exploit pyridynes.

pyridynes

 

OL paper

Posted in benzyne, Cascade Reactions, Methodology | Leave a Comment »

Benzyne cascade

Posted by naturalproductman on May 11, 2012

Richard Hsung and co-workers at the University of Wisconsin have reported in Organic Letters on a synthesis of chelidonine.

alkaloid

OL paper

Posted in Alkaloids, benzyne, Cascade Reactions, Methodology, Ring forming, Total Synthesis | Leave a Comment »

MCC with benzynes

Posted by naturalproductman on September 24, 2011

Hiroto Yoshida and co-workers at Hiroshima University have reported in ACIEE on a three component coupling between a benzyne, aryl or alkynyl bromide and nucleophile to form substituted aryl bromides.  What’s fascinating is that the aryl or alkynyl group transfers to the nucleophile.

benzyne

ACIEE paper

Posted in benzyne, C-X Bond Breaking, Cascade Reactions, Methodology, Multi-Component Coupling | Leave a Comment »

Benzynes with allenoic acids

Posted by naturalproductman on September 18, 2011

Shengming Ma and co-workers at Zhejiang University have reported on the utility of allenoic acids by reacting them with benzynes to form chromones.

chromone

OL paper

Posted in Allenes, benzyne, Methodology, Ring forming | Leave a Comment »

Benzyne mcr

Posted by naturalproductman on May 27, 2011

Hideto Miyabe and co-workers from Hyogo University have reported in ACIEE on a multicomponent reaction between benzynes, DMF and beta-ketoesters or 1,3-diketones to afford 2H-chromene or isocoumarin derivatives.

acetate

ACIEE paper

Posted in benzyne, Cascade Reactions, Methodology, Multi-Component Coupling | Leave a Comment »

 
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