Literature DB >> 16626116

Efficient microwave access to polysubstituted amidines from imidoylbenzotriazoles.

Alan R Katritzky1, Chunming Cai, Sandeep K Singh.   

Abstract

Microwave reactions of primary and secondary amines with imidoylbenzotriazoles 6a-w gave diversely substituted amidines 7a-Aa in 76-94% yields. Convenient preparations of a variety of amides 5a-Ab (87-96%) and imidoylbenzotriazoles 6a-w (56-95%) have also been developed using microwave irradiation under mild conditions and short reaction times. These results demonstrate further the advantages of microwave synthesis and introduce a new application of imidoylbenzotriazoles in the preparation of polysubstituted amidines.

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Year:  2006        PMID: 16626116     DOI: 10.1021/jo052443x

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


  8 in total

1.  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

Review 2.  A review of syntheses of 1,5-disubstituted tetrazole derivatives.

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Journal:  Mol Divers       Date:  2014-10-02       Impact factor: 2.943

3.  Synthesis and bioassay of improved mosquito repellents predicted from chemical structure.

Authors:  Alan R Katritzky; Zuoquan Wang; Svetoslav Slavov; Maia Tsikolia; Dimitar Dobchev; Novruz G Akhmedov; C Dennis Hall; Ulrich R Bernier; Gary G Clark; Kenneth J Linthicum
Journal:  Proc Natl Acad Sci U S A       Date:  2008-05-27       Impact factor: 11.205

4.  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

5.  Highly selective acylation of polyamines and aminoglycosides by 5-acyl-5-phenyl-1,5-dihydro-4H-pyrazol-4-ones.

Authors:  Kostiantyn O Marichev; Estevan C Garcia; Kartick C Bhowmick; Daniel J Wherritt; Hadi Arman; Michael P Doyle
Journal:  Chem Sci       Date:  2017-08-30       Impact factor: 9.825

6.  N-Heterocyclic carbene (NHC)-catalyzed oxidation of unactivated aldimines to amides via imine umpolung under aerobic conditions.

Authors:  Jakkula Ramarao; Sanjay Yadav; Killari Satyam; Surisetti Suresh
Journal:  RSC Adv       Date:  2022-03-08       Impact factor: 3.361

7.  Direct synthesis of amides and imines by dehydrogenative homo or cross-coupling of amines and alcohols catalyzed by Cu-MOF.

Authors:  Soheil Zamani Anbardan; Javad Mokhtari; Ahmad Yari; Abolfazl Hassani Bozcheloei
Journal:  RSC Adv       Date:  2021-06-10       Impact factor: 4.036

8.  One-pot synthesis of amides via the oxidative amidation of aldehydes and amines catalyzed by a copper-MOF.

Authors:  Samira Jamalifard; Javad Mokhtari; Zohreh Mirjafary
Journal:  RSC Adv       Date:  2019-07-23       Impact factor: 4.036

  8 in total

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