Literature DB >> 22050268

C-N bond cleavage of allylic amines via hydrogen bond activation with alcohol solvents in Pd-catalyzed allylic alkylation of carbonyl compounds.

Xiaohu Zhao1, Delong Liu, Hui Guo, Yangang Liu, Wanbin Zhang.   

Abstract

Hydrogen-bond-activated C-N bond cleavage of allylic amines was realized in Pd-catalyzed allylic alkylation to form the C-C bond product. The method could be expanded to a series of allylic amines and carbonyl compounds with excellent results. It provides a new and convenient access to C-C bond formation based on Pd-catalyzed allylic alkylation of allylic amines by using only inexpensive alcohol solvents.
© 2011 American Chemical Society

Entities:  

Mesh:

Substances:

Year:  2011        PMID: 22050268     DOI: 10.1021/ja209373k

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  9 in total

1.  Palladium-catalyzed regio- and stereoselective γ-arylation of tertiary allylic amines: identification of potent adenylyl cyclase inhibitors.

Authors:  Zhishi Ye; Tarsis F Brust; Val J Watts; Mingji Dai
Journal:  Org Lett       Date:  2015-02-10       Impact factor: 6.005

2.  Synergistic palladium/enamine catalysis for asymmetric hydrocarbon functionalization of unactivated alkenes with ketones.

Authors:  Chiyu Wei; Xiaohan Ye; Qingyu Xing; Yong Hu; Yan Xie; Xiaodong Shi
Journal:  Org Biomol Chem       Date:  2019-06-25       Impact factor: 3.876

3.  Synthesis of Symmetric and Unsymmetric Secondary Amines from the Ligand-Promoted Ruthenium-Catalyzed Deaminative Coupling Reaction of Primary Amines.

Authors:  Pandula T Kirinde Arachchige; Hanbin Lee; Chae S Yi
Journal:  J Org Chem       Date:  2018-04-24       Impact factor: 4.354

4.  Efficient and divergent synthesis of polyfunctionalized 2-pyridones from β-keto amides.

Authors:  Baochang Gao; Yufeng Sun; Jun Wang; Zhigang Yuan; Liwu Zu; Xu Zhang; Wenbin Liu
Journal:  RSC Adv       Date:  2018-10-01       Impact factor: 4.036

5.  Palladium-catalyzed, pyrrolidine-mediated arylmethylation of ketones and aldehydes with coumarinyl(methyl) acetates.

Authors:  Kalicharan Cattopadhyay; Antonio Recio; Jon A Tunge
Journal:  Org Biomol Chem       Date:  2012-07-25       Impact factor: 3.876

6.  Pd-catalyzed asymmetric allylic substitution cascade using α-(pyridin-1-yl)-acetamides formed in situ as nucleophiles.

Authors:  Kun Yao; Qianjia Yuan; Xingxin Qu; Yangang Liu; Delong Liu; Wanbin Zhang
Journal:  Chem Sci       Date:  2018-12-04       Impact factor: 9.825

7.  Rh-catalyzed aerobic oxidative cyclization of anilines, alkynes, and CO.

Authors:  Xinyao Li; Jun Pan; Hao Wu; Ning Jiao
Journal:  Chem Sci       Date:  2017-07-03       Impact factor: 9.825

8.  Cu-catalyzed asymmetric addition of alcohols to β,γ-alkynyl-α-imino esters for the construction of linear chiral N,O-ketals.

Authors:  Cheng Sheng; Zheng Ling; Yicong Luo; Wanbin Zhang
Journal:  Nat Commun       Date:  2022-01-20       Impact factor: 14.919

Review 9.  The Allylic Alkylation of Ketone Enolates.

Authors:  Lukas Junk; Uli Kazmaier
Journal:  ChemistryOpen       Date:  2020-09-10       Impact factor: 2.630

  9 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.