Arylations of Substituted Enamides by Aryl Iodides: Regio- and Stereoselective Synthesis of (Z)-β-Amido-β-Arylacrylates

2013 ◽  
Vol 15 (17) ◽  
pp. 4604-4607 ◽  
Author(s):  
Quan Gou ◽  
Bin Deng ◽  
Hongbin Zhang ◽  
Jun Qin
Keyword(s):  
Stereoselective Synthesis ◽  
Aryl Iodides

scholarly journals Palladium-catalyzed three-component tandem reaction of sulfonyl hydrazones, aryl iodides and allenes: highly stereoselective synthesis of (Z)-α-hydroxymethyl allylic sulfones

RSC Advances ◽  
2017 ◽  
Vol 7 (79) ◽  
pp. 50372-50377 ◽  
Author(s):  
Yunlei Hou ◽  
Qi Shen ◽  
Liangyu Zhu ◽  
Yufei Han ◽  
Yanfang Zhao ◽  
...  
Keyword(s):  
Stereoselective Synthesis ◽  
Tandem Reaction ◽  
Aryl Iodides ◽  
Palladium Catalyzed

Sulfonyl hydrazones have been identified as an excellent sulfonyl anion surrogate in the tandem reaction with aryl iodides and allenes for the synthesis of functionalized (Z)-allylic sulfones.

Regio- and Stereoselective Synthesis of Spirooxindoles via Mizoroki–Heck Coupling of Aryl Iodides

Synlett ◽  
2018 ◽  
Vol 30 (01) ◽  
pp. 82-88 ◽  
Author(s):  
Mats Larhed ◽  
Ahmed Adeyemi ◽  
Alexander Wetzel ◽  
Joakim Bergman ◽  
Jonas Brånalt
Keyword(s):  
Stereoselective Synthesis ◽  
Double Bond Position ◽  
Unnatural Amino Acid ◽  
Spiro Compounds ◽  
Amino Acid Derivatives ◽  
Heck Coupling ◽  
Reaction Conditions ◽  
Aryl Iodide ◽  
Aryl Iodides ◽  
High Stereoselectivity

A method for highly regio- and stereoselective intramolecular Mizoroki–Heck 5-exo cyclization of aryl iodides to the corresponding spirooxindoles has been developed. Electron-rich and electron-deficient aryl iodide precursors were selectively ring-closed with high stereoselectivity and good yields. The double-bond position in the cyclopentene ring was controlled by careful choice of reaction conditions. These rare spiro compounds were further functionalized to rigidified unnatural amino acid derivatives by a subsequent gas-free Pd(0)-catalyzed alkoxycarbonylation, followed by selective O- and N-deprotections.

ChemInform Abstract: Stereoselective Synthesis of Tricyclic Compounds by Intramolecular Palladium-Catalyzed Addition of Aryl Iodides to Carbonyl Groups.

ChemInform ◽  
2016 ◽  
Vol 47 (36) ◽  
Author(s):  
Jakub Saadi ◽  
Christoph Bentz ◽  
Kai Redies ◽  
Dieter Lentz ◽  
Reinhold Zimmer ◽  
...  
Keyword(s):  
Stereoselective Synthesis ◽  
Carbonyl Groups ◽  
Aryl Iodides ◽  
Tricyclic Compounds ◽  
Palladium Catalyzed
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