Sequential Michael addition/retro-Claisen condensation of aromatic β-diketones with α,β-unsaturated esters: an approach to obtain 1,5-ketoesters

2016 ◽  
Vol 14 (8) ◽  
pp. 2390-2394 ◽  
Author(s):  
Gui-Xin Cai ◽  
Jing Wen ◽  
Ting-Ting Lai ◽  
Dan Xie ◽  
Cheng-He Zhou
Keyword(s):  
Michael Addition ◽  
Bond Formation ◽  
One Pot ◽  
Claisen Condensation ◽  
Unsaturated Esters ◽  
Mild Conditions

A K2CO3-catalyzed one-pot protocol involving sequential C–C bond formation and cleavage of aromatic β-diketones with α,β-unsaturated esters is developed to obtain 1,5-ketoesters, proceeding smoothly under mild conditions in up to 98% isolated yield.

An Example of Ketone Olefination via Praseodymium-Mediated Barbier Reaction in the Presence of Diethyl Phosphite

Synlett ◽  
2019 ◽  
Vol 30 (12) ◽  
pp. 1437-1441
Author(s):  
Xu yan Cao ◽  
Fei Huang ◽  
Songlin Zhang
Keyword(s):  
Double Bond ◽  
Bond Formation ◽  
Point Of View ◽  
Diethyl Phosphite ◽  
Reaction Conditions ◽  
One Pot ◽  
Type Reaction ◽  
Mild Conditions ◽  
Allyl Halides ◽  
Barbier Reaction

The first example of carbon double-bond formation via praseodymium-mediated Barbier type reaction of ketones and allyl halides in the presence of diethyl phosphite is reported. The reaction is highly α-regioselective and conveniently carried out under mild conditions in a one-pot fashion. From a synthetic point of view, a series of conjugated alkenes were obtained in moderate to good yields in this one-pot reaction with practical reaction conditions.

Neodymium-Promoted Highly Selective Carbon–Carbon Double Bond Formation of Ketones with Allyl Halides in the Presence of Diethyl Phosphite

Synthesis ◽  
2020 ◽  
Vol 52 (22) ◽  
pp. 3446-3451
Author(s):  
Songlin Zhang ◽  
Dengbing Xie ◽  
Yiqiong Wang ◽  
Bo Yang
Keyword(s):  
Double Bond ◽  
Bond Formation ◽  
Point Of View ◽  
Diethyl Phosphite ◽  
Reaction Conditions ◽  
One Pot ◽  
Mild Conditions ◽  
Carbon Double Bond ◽  
Allyl Halides ◽  
First Time

The carbon–carbon double bond formation via neodymium-mediated Barbier-type reaction of ketones and allyl halides in the presence of diethyl phosphite is reported for the first time. The reaction is highly α-regioselective and was conveniently carried out under mild conditions in a one-pot fashion. From a synthetic point of view, a series of conjugated alkenes were obtained in moderate to good yields in this one-pot reaction with feasible reaction conditions.

Catalytic CSe Bond Formation under Very Mild Conditions for the Two-Step, One-Pot Synthesis of Aryl Selenoacetates

2012 ◽  
Vol 354 (14-15) ◽  
pp. 2653-2658 ◽  
Author(s):  
Konstantin Grenader ◽  
Björn Schüpbach ◽  
Annabell Peters ◽  
Oliver Kümmel ◽  
Oliver Halter ◽  
...  
Keyword(s):  
Bond Formation ◽  
One Pot ◽  
Mild Conditions ◽  
One Pot Synthesis

One-pot synthesis of β-lactams by the Ugi and Michael addition cascade reaction

2018 ◽  
Vol 16 (33) ◽  
pp. 6096-6105 ◽  
Author(s):  
Xing Gao ◽  
Chunhui Shan ◽  
Zhihao Chen ◽  
Yan Liu ◽  
Xia Zhao ◽  
...  
Keyword(s):  
Michael Addition ◽  
Michael Reaction ◽  
Cascade Reaction ◽  
One Pot ◽  
Diversity Oriented Synthesis ◽  
Mild Conditions ◽  
One Pot Synthesis ◽  
Reaction Cascades

A diversity-oriented synthesis of β-lactams via Ugi/Michael reaction cascades under mild conditions was achieved.

scholarly journals One-pot vinylogous aldol addition of β,γ-unsaturated esters under mild conditions

2015 ◽  
Vol 39 (7) ◽  
pp. 5121-5123 ◽  
Author(s):  
İsmail Akçok ◽  
Ali Çağır
Keyword(s):  
One Pot ◽  
Unsaturated Esters ◽  
Mild Conditions ◽  
Aldol Addition

A new methodology for the addition of β,γ-unsaturated esters to aldehydes was developed in a TMSCl, Ag2CO3, and TBAF mixture.

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