Literature DB >> 23843382

Efficient synthesis of hydroxyl isoindolones by a Pd-mediated C-H activation/annulation reaction.

Qingzhen Yu1, Nana Zhang, Jianhui Huang, Shaonan Lu, Yi Zhu, Xiaoxiao Yu, Kang Zhao.   

Abstract

Radical reaction: A convenient synthesis of hydroxyl isoindolones by a Pd-catalyzed CH activation/annulation reaction with near "click chemistry" efficiency is presented (see scheme; TBHP=tert-butyl hydrogen peroxide). This methodology features short reaction times (10-30 min), high atom economy, wide substrate scope (22 examples), and good reaction yields (up to 93 %).
Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  CH activation/annulation; heterocycles; isoindolones; palladium; radical reaction

Mesh:

Substances:

Year:  2013        PMID: 23843382     DOI: 10.1002/chem.201302031

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


  8 in total

Review 1.  A Simple and Versatile Amide Directing Group for C-H Functionalizations.

Authors:  Ru-Yi Zhu; Marcus E Farmer; Yan-Qiao Chen; Jin-Quan Yu
Journal:  Angew Chem Int Ed Engl       Date:  2016-08-01       Impact factor: 15.336

2.  Tandem C(sp3)-H Arylation/Oxidation and Arylation/Allylic Substitution of Isoindolinones.

Authors:  Jacqueline Jiménez; Byeong-Seon Kim; Patrick J Walsh
Journal:  Adv Synth Catal       Date:  2016-08-02       Impact factor: 5.837

3.  Transition-Metal-Catalyzed C-H Bond Addition to Carbonyls, Imines, and Related Polarized π Bonds.

Authors:  Joshua R Hummel; Jeffrey A Boerth; Jonathan A Ellman
Journal:  Chem Rev       Date:  2016-12-12       Impact factor: 60.622

4.  Ultrasonic-assisted-synthesis of isoindolin-1-one derivatives.

Authors:  Muhammad Idham Darussalam Mardjan; Muhamad Fadhly Hariadi; Indah Mutiara Putri; Nilna Amalia Musyarrofah; Muflihah Salimah; Bambang Purwono; Laurent Commeiras
Journal:  RSC Adv       Date:  2022-06-29       Impact factor: 4.036

Review 5.  Pd(II)-Catalyzed C-H Acylation of (Hetero)arenes-Recent Advances.

Authors:  Carlos Santiago; Nuria Sotomayor; Esther Lete
Journal:  Molecules       Date:  2020-07-16       Impact factor: 4.411

6.  Nickel(ii)-catalyzed tandem C(sp2)-H bond activation and annulation of arenes with gem-dibromoalkenes.

Authors:  Yun Shi; Meng-Sheng Li; Fangdong Zhang; Baohua Chen
Journal:  RSC Adv       Date:  2018-08-13       Impact factor: 3.361

7.  Modular synthesis of dihydro-isoquinolines: palladium-catalyzed sequential C(sp2)-H and C(sp3)-H bond activation.

Authors:  Weidong Liu; Qingzhen Yu; Le'an Hu; Zenghua Chen; Jianhui Huang
Journal:  Chem Sci       Date:  2015-06-26       Impact factor: 9.825

Review 8.  Isoindolinone Synthesis via One-Pot Type Transition Metal Catalyzed C-C Bond Forming Reactions.

Authors:  Risto Savela; Carolina Méndez-Gálvez
Journal:  Chemistry       Date:  2021-02-02       Impact factor: 5.236

  8 in total

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