Synthesis of Spirocyclohexadieneyl-2-Oxindoles by 6π-Electrocyclization of Trienes Derived from Wittig Reaction of Morita-Baylis-Hillman Carbonates and α,β-Unsaturated Aldehydes

2017 ◽  
Vol 39 (1) ◽  
pp. 115-118 ◽  
Author(s):  
Beom Kyu Min ◽  
Da Young Seo ◽  
Ji Yeon Ryu ◽  
Junseong Lee ◽  
Jae Nyoung Kim
Keyword(s):  
Wittig Reaction ◽  
Unsaturated Aldehydes

A modular olefination reaction between aldehydes and diborylsilylmethide lithium salts

2021 ◽  
Author(s):  
Elena Fernandez ◽  
Oriol Salvado
Keyword(s):  
Wittig Reaction ◽  
Aromatic Aldehydes ◽  
Lithium Salts ◽  
Unsaturated Aldehydes ◽  
Trisubstituted Alkenes

We describe the preparation of densely functionalised 1,1,-silylborylated trisubstituted alkenes, via boron-Wittig reaction, between LiC(Bpin)2(SiMe3) and aliphatic or aromatic aldehydes. The condensation of diborylsilylmethide lithium salts with α,β-unsaturated aldehydes provides...

A Convenient Route to α,β-Unsaturated Aldehydes Based on Polymer-Supported α-Selenoaldehydes

2003 ◽  
Vol 2003 (5) ◽  
pp. 258-259 ◽  
Author(s):  
Shou-Ri Sheng ◽  
Lu-Ling Wu ◽  
Xian Huang
Keyword(s):  
Hydrogen Peroxide ◽  
Room Temperature ◽  
Wittig Reaction ◽  
Subsequent Oxidation ◽  
Unsaturated Aldehydes ◽  
Convenient Route ◽  
Polymer Supported

Polystyrene-supported (4-phenylseleno)morpholine was synthesised and could be used as an efficient α-selenenylating agent for saturated aldehydes; subsequent oxidation of polystyrene-supported α-selenoaldehydes and the products from the Wittig reaction of them with chloromethylidenetriphenylphosphorane with an excess of 30% hydrogen peroxide at room temperature afforded α,β-unsaturated aldehydes in good yields and purities.

Double Ring-Closing Approach for the Synthesis of 2,3,6,7-Substituted Anthracene Derivatives

2020 ◽  
Author(s):  
Birgit Meindl ◽  
Katharina Pfennigbauer ◽  
Berthold Stöger ◽  
Martin Heeney ◽  
Florian Glöcklhofer
Keyword(s):  
Wittig Reaction ◽  
Condensation Reaction ◽  
Synthetic Methods ◽  
Anthracene Derivative ◽  
Double Ring ◽  
Mild Conditions ◽  
Wide Range ◽  
Anthracene Derivatives

Anthracene derivatives have been used for a wide range of applications and many different synthetic methods for their preparation have been developed. However, despite continued synthetic efforts, introducing substituents in some positions has remained difficult. Here we present a method for the synthesis of 2,3,6,7-substituted anthracene derivatives, one of the most challenging anthracene substitution patterns to obtain. The method is exemplified by the preparation of 2,3,6,7-anthracenetetracarbonitrile and employs a newly developed, stable protected 1,2,4,5-benzenetetracarbaldehyde as the precursor. The precursor can be obtained in two scalable synthetic steps from 2,5-dibromoterephthalaldehyde and is converted into the anthracene derivative by a double intermolecular Wittig reaction under very mild conditions followed by a deprotection and intramolecular double ring-closing condensation reaction. Further modification of the precursor is expected to enable the introduction of additional substituents in other positions and may even enable the synthesis of fully substituted anthracene derivatives by the presented approach.<br>

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