Literature DB >> 17851403

Solventless lactam synthesis by intramolecular cyclizations of alpha-iminoester derivatives under microwave irradiation.

Fatima-Zohra Zradni1, Jack Hamelin, Aicha Derdour.   

Abstract

We have previously reported a new synthesis of amides from esters and amines under microwave irradiation, offering much higher yields than those achieved with conventional heating [1]. We have now extended these studies to the ring closure of neat iminoesters I2, I3 and I4-I6 to give five- and six-membered ring lactams L5, L6 and larger lactams L7-L9 (where I means imine and L means lactam), respectively, under both classical heating conditions and microwave irradiation.

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Year:  2007        PMID: 17851403      PMCID: PMC6149461          DOI: 10.3390/12030439

Source DB:  PubMed          Journal:  Molecules        ISSN: 1420-3049            Impact factor:   4.411


  10 in total

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3.  Manganese(III)-Based Oxidative Free-Radical Cyclizations.

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Review 4.  Controlled microwave heating in modern organic synthesis.

Authors:  C Oliver Kappe
Journal:  Angew Chem Int Ed Engl       Date:  2004-11-26       Impact factor: 15.336

5.  Highly enantioselective Ag(i)-catalyzed [3 + 2] cycloaddition of azomethine ylides.

Authors:  James M Longmire; Bin Wang; Xumu Zhang
Journal:  J Am Chem Soc       Date:  2002-11-13       Impact factor: 15.419

6.  Synthesis of 7,8-disubstituted benzolactam-V8 and its binding to protein kinase C.

Authors:  D Ma; T Zhang; G Wang; A P Kozikowski; N E Lewin; P M Blumberg
Journal:  Bioorg Med Chem Lett       Date:  2001-01-22       Impact factor: 2.823

7.  Carbon-carbon bond formation by electrophilic addition at the central carbon of the mu-eta(3)-allenyl/propargyl ligand on the Pd-Pd bond.

Authors:  S Ogoshi; T Nishida; K Tsutsumi; M Ooi; T Shinagawa; T Akasaka; M Yamane; H Kurosawa
Journal:  J Am Chem Soc       Date:  2001-04-11       Impact factor: 15.419

8.  Copper-catalyzed cyclization of N-allylhalodifluoroacetamides: an efficient synthesis of alpha,alpha-difluorinated gamma-lactams.

Authors:  H Nagashima; Y Isono; S Iwamatsu
Journal:  J Org Chem       Date:  2001-01-12       Impact factor: 4.354

9.  Asymmetric alkylation of tert-butyl glycinate Schiff base with chiral quaternary ammonium salt under micellar conditions.

Authors:  T Okino; Y Takemoto
Journal:  Org Lett       Date:  2001-05-17       Impact factor: 6.005

10.  The enantioselective synthesis of alpha-amino acids by phase-transfer catalysis with achiral Schiff base esters.

Authors:  Martin J O'Donnell
Journal:  Acc Chem Res       Date:  2004-08       Impact factor: 22.384

  10 in total

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