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Recent advances on diversity oriented heterocycle synthesis via multicomponent tandem reactions based on A3 coupling

Recent advances on diversity oriented heterocycle synthesis via multicomponent tandem reactions based on A³ coupling (14-8183LR) [pp. 1-20]
Arkivoc 2014 Part (i), 1-20: Special Issue 'Reviews and Accounts'
Yunyun Liu
Full Text: PDF (235K)
http://www.arkat-usa.org/get-file/48824/
Recent advances on diversity oriented heterocycle synthesis via
multicomponent tandem reactions based on A3 coupling

Yunyun Liu*
a,b

a Key Laboratory of Functional Small Organic Molecule, Ministry of Education,
Jiangxi Normal University, Nanchang 330022, P. R. China
b College of Chemistry and Chemical Engineering, Jiangxi Normal University,
Nanchang 330022, P. R. China

Abstract
A3 coupling reactions are the reactions between aldehydes, amines and alkynes, which yield
propargylamine derivatives under various catalyst conditions. By making use of the versatile
reactivity of propargylamines, tandem reactions initiated by the functional group(s) in the in situ
generated propargylamines constitute one of the most important applications of A3
 couplings.
These tandem reactions are especially useful for the synthesis of heterocyclic compounds. In this
review, the progress on multicomponent tandem reactions based on A3
 coupling is summarized.



Author’s Biography


Dr. Yunyun Liu was born in 1983 in Shandong Province, China. She obtained her Bachelor
Degree in Qufu Normal University in 2005. She then moved to Zhejiang University to continue
her graduate study in the Department of Chemistry. Under the supervision of Professor Weiliang
Bao, she worked on the field of copper-catalyzed Ullmann coupling reaction and related tandem
reactions for her doctorate study. She obtained her doctorate degree in 2010 and presently she is
an assistant professor in Jiangxi Normal University. She is currently interested in the research of
metal-catalyzed organic synthesis and the development of new cascade organic reactions.

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read all at
http://www.rsc.org/chemistryworld/2013/06/organic-synthesis-reactor-3d-printer

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Baeyer-Villiger oxidation

Also known as: Baeyer-Villiger rearrangement

The Baeyer-Villiger oxidation is an organic reaction used to convert a ketone to an ester using a peroxyacid (such as mCPBA). The reaction of the ketone with the acid results in a tetrahedral intermediate, with an alkyl migration following to release a carboxylic acid. The more electron rich R group migrates to the oxygen in this concerted process, allowing for accurate prediction of the stereochemistry of the product.^[1]
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Mechanism

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References:

1.	Baeyer, A.; Villiger, V. Ber. Dtsch. Chem. Ges. 1899, 32, 3625–3633.