Literature DB >> 22833018

The thriving chemistry of ketenimines.

Ping Lu1, Yanguang Wang.   

Abstract

Ketenimines are an important class of reactive species and useful synthetic intermediates. During the last two decades several practical and versatile approaches to ketenimines have been developed, leading to exhaustive investigations on ketenimine chemistry and the discovery of a variety of highly efficient reactions. Five types of reactions for ketenimines have been reported, including nucleophilic additions (ketenimines can be used as both electrophiles and nucleophiles), radical additions, cycloaddition reactions, electrocyclic ring closure reactions, and σ rearrangements. Furthermore, numerous complex organic compounds, particularly the biologically interesting heterocycles, have been constructed using these methodologies. The review of these accomplishments is presented here.

Entities:  

Year:  2012        PMID: 22833018     DOI: 10.1039/c2cs35159e

Source DB:  PubMed          Journal:  Chem Soc Rev        ISSN: 0306-0012            Impact factor:   54.564


  9 in total

1.  Three-Component Visible-Light-Induced Palladium-Catalyzed 1,2-Alkyl Carbamoylation/Cyanation of Alkenes.

Authors:  Xiangqing Jia; Ziyan Zhang; Vladimir Gevorgyan
Journal:  ACS Catal       Date:  2021-10-15       Impact factor: 13.700

2.  Cyano(triphenylsilyl)phosphanide as a Building Block for P,C,N Conjugated Molecules.

Authors:  Grégoire Le Corre; Juan José Gamboa-Carballo; Zhongshu Li; Hansjörg Grützmacher
Journal:  Angew Chem Int Ed Engl       Date:  2021-10-20       Impact factor: 16.823

3.  NHC-Ni(II)-catalyzed cyclopropene-isocyanide [5 + 1] benzannulation.

Authors:  Jian-Qiang Huang; Meng Yu; Xuefeng Yong; Chun-Yu Ho
Journal:  Nat Commun       Date:  2022-07-16       Impact factor: 17.694

4.  Silyl ketene imines: highly versatile nucleophiles for catalytic, asymmetric synthesis.

Authors:  Scott E Denmark; Tyler W Wilson
Journal:  Angew Chem Int Ed Engl       Date:  2012-09-11       Impact factor: 15.336

5.  C-terminal peptide extension via gas-phase ion/ion reactions.

Authors:  Zhou Peng; Scott A McLuckey
Journal:  Int J Mass Spectrom       Date:  2015-08-04       Impact factor: 1.986

6.  Blue Light-Promoted Cross-Coupling of α-Diazo Esters with Isocyanides: Synthesis of Ester-Functionalized Ketenimines.

Authors:  Pavel A Sakharov; Mikhail S Novikov; Tuan K Nguyen; Mikhail A Kinzhalov; Alexander F Khlebnikov; Nikolai V Rostovskii
Journal:  ACS Omega       Date:  2022-03-03

7.  A facile metal-free one-pot synthesis of 3-aminoisoquinolines by intramolecular transannulation of 1-sulfonyl-4-(2-aminomethylphenyl)-1,2,3-triazoles.

Authors:  Hai Shang; Ling-Yu Li; Yu Tian; Hong-Mei Jia; Zhong-Mei Zou
Journal:  RSC Adv       Date:  2020-10-28       Impact factor: 4.036

8.  Copper-catalyzed Z-selective synthesis of acrylamides and polyacrylamides via alkylidene ketenimines.

Authors:  Xuelun Duan; Nan Zheng; Ming Li; Gongbo Liu; Xinhao Sun; Qiming Wu; Wangze Song
Journal:  Nat Commun       Date:  2022-07-27       Impact factor: 17.694

9.  Tandem Cu-catalyzed ketenimine formation and intramolecular nucleophile capture: Synthesis of 1,2-dihydro-2-iminoquinolines from 1-(o-acetamidophenyl)propargyl alcohols.

Authors:  Gadi Ranjith Kumar; Yalla Kiran Kumar; Ruchir Kant; Maddi Sridhar Reddy
Journal:  Beilstein J Org Chem       Date:  2014-05-28       Impact factor: 2.883

  9 in total

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