Literature DB >> 17192111

Silver(I) triflate-catalyzed direct synthesis of N-PMP protected alpha-aminopropargylphosphonates from terminal alkynes.

Rajasekhar Dodda1, Cong-Gui Zhao.   

Abstract

[reaction: see text] N-PMP protected alpha-aminopropargylphosphonates have been synthesized by using a silver(I) triflate-catalyzed one-pot three-component reaction of terminal alkynes, p-anisidine, and diethyl formylphosphonate hydrate. Good to excellent yields of the desired products may be obtained with a very simple procedure.

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Year:  2007        PMID: 17192111      PMCID: PMC2596881          DOI: 10.1021/ol0627810

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


  19 in total

1.  Organocatalytic enantioselective synthesis of alpha-hydroxy phosphonates.

Authors:  Sampak Samanta; Cong-Gui Zhao
Journal:  J Am Chem Soc       Date:  2006-06-14       Impact factor: 15.419

2.  Efficient N-p-methoxyphenyl amine deprotection through anodic oxidation.

Authors:  Sandra De Lamo Marin; Thierry Martens; Charles Mioskowski; Jacques Royer
Journal:  J Org Chem       Date:  2005-12-09       Impact factor: 4.354

3.  Enantioselective direct-addition of terminal alkynes to imines catalyzed by copper(I)pybox complex in water and in toluene.

Authors:  Chunmei Wei; Chao-Jun Li
Journal:  J Am Chem Soc       Date:  2002-05-22       Impact factor: 15.419

4.  Enantioselective one-pot three-component synthesis of propargylamines.

Authors:  Alakesh Bisai; Vinod K Singh
Journal:  Org Lett       Date:  2006-05-25       Impact factor: 6.005

5.  Highly efficient Grignard-type imine additions via C-H activation in water and under solvent-free conditions.

Authors:  Chao-Jun Li; Chunmei Wei
Journal:  Chem Commun (Camb)       Date:  2002-02-07       Impact factor: 6.222

6.  Catalytic asymmetric alkynylation of alpha-imino ester: a versatile approach to optically active unnatural alpha-amino acid derivatives.

Authors:  Jian-Xin Ji; Jing Wu; Albert S C Chan
Journal:  Proc Natl Acad Sci U S A       Date:  2005-08-01       Impact factor: 11.205

7.  Synthesis of pyrroles from 1-dialkylamino-3-phosphoryl(or phosphanyl)allenes through 1,5-cyclization of conjugated azomethine ylide intermediates.

Authors:  Martin Reisser; Gerhard Maas
Journal:  J Org Chem       Date:  2004-07-23       Impact factor: 4.354

8.  Copper-catalyzed coupling of imines, acid chlorides, and alkynes: a multicomponent route to propargylamides.

Authors:  Daniel A Black; Bruce A Arndtsen
Journal:  Org Lett       Date:  2004-04-01       Impact factor: 6.005

9.  Screening of small molecular microbial products modulating immune responses and bestatin.

Authors:  H Umezawa
Journal:  Recent Results Cancer Res       Date:  1980

10.  A highly efficient three-component coupling of aldehyde, alkyne, and amines via C-H activation catalyzed by gold in water.

Authors:  Chunmei Wei; Chao-Jun Li
Journal:  J Am Chem Soc       Date:  2003-08-13       Impact factor: 15.419

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  4 in total

1.  Synthesis of α-Arylphosphonates Using Copper-Catalyzed α-Arylation and Deacylative α-Arylation of β-Ketophosphonates.

Authors:  Laxmidhar Rout; Sridhar Regati; Cong-Gui Zhao
Journal:  Adv Synth Catal       Date:  2011-12-06       Impact factor: 5.837

2.  An Overview of Stereoselective Synthesis of α-Aminophosphonic Acids and Derivatives.

Authors:  Mario Ordóñez; Haydée Rojas-Cabrera; Carlos Cativiela
Journal:  Tetrahedron       Date:  2009-01-03       Impact factor: 2.457

3.  Synthesis of Cyclic α-Aminophosphonates through Copper Catalyzed Enamine Activation.

Authors:  Junbin Han; Robert S Paton; Bo Xu; Gerald B Hammond
Journal:  Synthesis (Stuttg)       Date:  2013-02-01       Impact factor: 3.157

4.  Enantioselective synthesis of alpha-aminopropargylphosphonates.

Authors:  Rajasekhar Dodda; Cong-Gui Zhao
Journal:  Tetrahedron Lett       Date:  2007-06-18       Impact factor: 2.415

  4 in total

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