Literature DB >> 18173276

Addition of amines to nitriles catalyzed by ytterbium amides: an efficient one-step synthesis of monosubstituted N-arylamidines.

Junfeng Wang1, Fan Xu, Tao Cai, Qi Shen.   

Abstract

A one-step synthesis of monosubstituted N-arylamidinates via addition of amines to nitriles catalyzed by ytterbium amides is reported. The reactions with various substrates give the products in good to excellent yields with 5 mol % ytterbium at 100 degrees C under solvent-free conditions.

Entities:  

Year:  2008        PMID： 18173276     DOI： 10.1021/ol702739c

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


  16 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

2.  Discovery of Novel Tricyclic Heterocycles as Potent and Selective DPP-4 Inhibitors for the Treatment of Type 2 Diabetes.

Authors:  Wen-Lian Wu; Jinsong Hao; Martin Domalski; Duane A Burnett; Dmitri Pissarnitski; Zhiqiang Zhao; Andrew Stamford; Giovanna Scapin; Ying-Duo Gao; Aileen Soriano; Terri M Kelly; Zuliang Yao; Mary Ann Powles; Shiying Chen; Hong Mei; Joyce Hwa
Journal:  ACS Med Chem Lett       Date:  2016-03-12       Impact factor: 4.345

3.  Pathways to Meteoritic Glycine and Methylamine.

Authors:  José C Aponte; Jamie E Elsila; Daniel P Glavin; Stefanie N Milam; Steven B Charnley; Jason P Dworkin
Journal:  ACS Earth Space Chem       Date:  2017-02-15       Impact factor: 3.475

4.  Metal-catalyzed one-pot synthesis of tetrazines directly from aliphatic nitriles and hydrazine.

Authors:  Jun Yang; Mark R Karver; Weilong Li; Swagat Sahu; Neal K Devaraj
Journal:  Angew Chem Int Ed Engl       Date:  2012-04-18       Impact factor: 15.336

5.  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

6.  A Convenient, TiCl 4 /SnCl 4 -Mediated Synthesis of N-Phenyl or N-Aryl Benzamidines and N-Phenylpicolinamidines.

Authors:  Umesh D Patil; Pramod P Mahulikar
Journal:  ISRN Org Chem       Date:  2012-07-29

7.  From cyclic amines and acetonitrile to amidine zinc(ii) complexes.

Authors:  Nina Podjed; Barbara Modec; María M Alcaide; Joaquín López-Serrano
Journal:  RSC Adv       Date:  2020-05-13       Impact factor: 4.036

8.  N-Cyclo-hexyl-3-methyl-benzamidine.

Authors:  Rui-Qin Liu; Sheng-Di Bai; Tao Wang
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2013-03-09

9.  Decarboxylative palladium(II)-catalyzed synthesis of aryl amidines from aryl carboxylic acids: development and mechanistic investigation.

Authors:  Jonas Rydfjord; Fredrik Svensson; Alejandro Trejos; Per J R Sjöberg; Christian Sköld; Jonas Sävmarker; Luke R Odell; Mats Larhed
Journal:  Chemistry       Date:  2013-08-28       Impact factor: 5.236

10.  Direct, Late-Stage Mono-N-arylation of Pentamidine: Method Development, Mechanistic Insight, and Expedient Access to Novel Antiparastitics against Diamidine-Resistant Parasites.

Authors:  Jack Robertson; Marzuq A Ungogo; Mustafa M Aldfer; Leandro Lemgruber; Fergus S McWhinnie; Bela E Bode; Katherine L Jones; Allan J B Watson; Harry P de Koning; Glenn A Burley
Journal:  ChemMedChem       Date:  2021-09-02       Impact factor: 3.540
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