Literature DB >> 17979288

Phosphoryl azides as versatile new reaction partners in the Cu-catalyzed three-component couplings.

Seok Hwan Kim1, Doo Young Jung, Sukbok Chang.   

Abstract

Phosphoryl azide was successfully employed as an efficient reacting partner in the Cu-catalyzed three-component reaction with 1-alkynes and amines to produce the corresponding phosphoryl amidines in high yields. A range of fruitful applicability of the produced amidines was also demonstrated such as an alkoxide exchange and asymmetric alpha-alkylation of optically active BINOL-derived amidines.

Entities:  

Year:  2007        PMID: 17979288     DOI: 10.1021/jo7016247

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  6 in total

1.  Synthesis of 1,2-dihydro-2-oxo-4-quinolinyl phosphates from 2-acyl-benzoic acids.

Authors:  Xinhua He; Tharcilla Aglio; Jeffrey R Deschamps; Rachita Rai; Fengtian Xue
Journal:  Tetrahedron Lett       Date:  2015-03-11       Impact factor: 2.415

2.  N-allyl-N-sulfonyl ynamides as synthetic precursors to amidines and vinylogous amidines. An unexpected N-to-C 1,3-sulfonyl shift in nitrile synthesis.

Authors:  Kyle A DeKorver; Whitney L Johnson; Yu Zhang; Richard P Hsung; Huifang Dai; Jun Deng; Andrew G Lohse; Yan-Shi Zhang
Journal:  J Org Chem       Date:  2011-05-24       Impact factor: 4.354

3.  Synthesis of amidines using N-allyl ynamides. A palladium-catalyzed allyl transfer through an ynamido-pi-allyl complex.

Authors:  Yu Zhang; Kyle A DeKorver; Andrew G Lohse; Yan-Shi Zhang; Jian Huang; Richard P Hsung
Journal:  Org Lett       Date:  2009-02-19       Impact factor: 6.005

4.  Efficient Copper-Catalyzed Multicomponent Synthesis of N-Acyl Amidines via Acyl Nitrenes.

Authors:  Kaj M van Vliet; Lara H Polak; Maxime A Siegler; Jarl Ivar van der Vlugt; Célia Fonseca Guerra; Bas de Bruin
Journal:  J Am Chem Soc       Date:  2019-09-10       Impact factor: 15.419

5.  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

6.  Chemical Consequences of the Mechanical Bond: A Tandem Active Template-Rearrangement Reaction.

Authors:  Florian Modicom; Ellen M G Jamieson; Elise Rochette; Stephen M Goldup
Journal:  Angew Chem Int Ed Engl       Date:  2019-02-14       Impact factor: 15.336

  6 in total

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