Palladium‐Catalyzed 5‐ exo‐dig  Cyclization Cascade, Sequential Amination/Etherification for Stereoselective Construction of 3‐Methyleneindolinones | Zendy

Zuo Youpeng | Zendy; He Xinwei | Zendy; Tang Qiang | Zendy; Hu Wangcheng | Zendy; Zhou Tongtong | Zendy; Hu Wenbo | Zendy; Shang Yongjia | Zendy

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Palladium‐Catalyzed 5‐ exo‐dig Cyclization Cascade, Sequential Amination/Etherification for Stereoselective Construction of 3‐Methyleneindolinones

Author(s) -

Zuo Youpeng,

He Xinwei,

Tang Qiang,

Hu Wangcheng,

Zhou Tongtong,

Hu Wenbo,

Shang Yongjia

Publication year - 2021

Publication title -

advanced synthesis and catalysis

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.541

H-Index - 155

eISSN - 1615-4169

pISSN - 1615-4150

DOI - 10.1002/adsc.202001369

Subject(s) - chemistry , amination , stereoselectivity , intramolecular force , oxindole , catalysis , palladium , cascade , functional group , dig , protecting group , combinatorial chemistry , cascade reaction , stereochemistry , medicinal chemistry , organic chemistry , alkyl , polymer , computer security , chromatography , computer science

An cascade intramolecular 5‐ exo‐dig cyclization of N ‐(2‐iodophenyl)propiolamides and sequential amination/etherification (with N ‐hydroxybenzamides, phenyl hydroxycarbamate) protocol for the synthesis of amino‐ and phenoxy‐substituted 3‐methyleneindolinones using unexpensive Pd(PPh 3 ) 4 as catalyst has been developed. The protocol enables the assembly of structurally important oxindole cores featuring moderate functional group tolerance (particularly the halo group), affording a broad spectrum of products with diverse substituents in good to excellent yields.

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