Literature DB >> 23725020

Synthesis of indolines via Pd(II)-catalyzed amination of C-H bonds using PhI(OAc)2 as the bystanding oxidant.

Tian-Sheng Mei1, Dasheng Leow, Han Xiao, Brian N Laforteza, Jin-Quan Yu.   

Abstract

The Pd(II)-catalyzed intramolecular C-H amination of 2-pyridinesulfonyl-protected phenethylamine derivatives has been achieved using PhI(OAc)2 as a bystanding oxidant, providing access to a variety of substituted indoline derivatives in good yields. The use of the 2-pyridinesulfonyl protecting group allows for facile deprotection following C-H functionalization.

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Year:  2013        PMID： 23725020     DOI： 10.1021/ol401246u

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  12 in total

1.  Synthesis of Indole-2-carboxylate Derivatives via Palladium-Catalyzed Aerobic Amination of Aryl C-H Bonds.

Authors:  Kyle Clagg; Haiyun Hou; Adam B Weinstein; David Russell; Shannon S Stahl; Stefan G Koenig
Journal:  Org Lett       Date:  2016-07-12       Impact factor: 6.005

2.  Diastereoselective Oxidative C-N/C-O and C-N/C-N Bond Formation Tandems Initiated by Visible Light: Synthesis of Fused N-Arylindolines.

Authors:  Scott A Morris; Theresa H Nguyen; Nan Zheng
Journal:  Adv Synth Catal       Date:  2015-07-14       Impact factor: 5.837

3.  Palladium Catalyzed Aryl C-H Amination with O2 via In Situ Formation of Peroxide-Based Oxidant(s) from Dioxane.

Authors:  Adam B Weinstein; Shannon S Stahl
Journal:  Catal Sci Technol       Date:  2014-12-01       Impact factor: 6.119

4.  Ligand-enabled β-C-H arylation of α-amino acids using a simple and practical auxiliary.

Authors:  Gang Chen; Toshihiko Shigenari; Pankaj Jain; Zhipeng Zhang; Zhong Jin; Jian He; Suhua Li; Claudio Mapelli; Michael M Miller; Michael A Poss; Paul M Scola; Kap-Sun Yeung; Jin-Quan Yu
Journal:  J Am Chem Soc       Date:  2015-03-03       Impact factor: 15.419

5.  Synthesis of indoles, indolines, and carbazoles via palladium-catalyzed C─H activation.

Authors:  Alexander J Rago; Guangbin Dong
Journal:  Green Synth Catal       Date:  2021-03-04

6.  Pd(0)-catalyzed sequential C-N bond formation via allylic and aromatic C-H amination of α-methylstyrenes with diaziridinone.

Authors:  Thomas A Ramirez; Qian Wang; Yingguang Zhu; Huaiji Zheng; Xingao Peng; Richard G Cornwall; Yian Shi
Journal:  Org Lett       Date:  2013-08-06       Impact factor: 6.005

7.  Palladium(0)-catalyzed Heck reaction/C-H activation/amination sequence with diaziridinone: a facile approach to indolines.

Authors:  Huaiji Zheng; Yingguang Zhu; Yian Shi
Journal:  Angew Chem Int Ed Engl       Date:  2014-09-04       Impact factor: 15.336

8.  Hypervalent iodine promoted the synthesis of cycloheptatrienes and cyclopropanes.

Authors:  Da-Fu Yuan; Zi-Chen Wang; Rui-Sen Geng; Guang-Yi Ren; James S Wright; Shao-Fei Ni; Ming Li; Li-Rong Wen; Lin-Bao Zhang
Journal:  Chem Sci       Date:  2021-12-08       Impact factor: 9.825

9.  A bio-inspired synthesis of oxindoles by catalytic aerobic dual C-H functionalization of phenols.

Authors:  Zheng Huang; Mohammad S Askari; Kenneth Virgel N Esguerra; Tian-Yang Dai; Ohhyeon Kwon; Xavier Ottenwaelder; Jean-Philip Lumb
Journal:  Chem Sci       Date:  2015-10-06       Impact factor: 9.825

10.  Pd(ii)-catalyzed remote regiodivergent ortho- and meta-C-H functionalizations of phenylethylamines.

Authors:  Shangda Li; Huafang Ji; Lei Cai; Gang Li
Journal:  Chem Sci       Date:  2015-06-25       Impact factor: 9.825
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