Literature DB >> 33961747

Hetero-Tetradehydro-Diels-Alder Cycloaddition of Enynamides and Cyanamides: Gold-Catalyzed Generation of Diversely Substituted 2,6-Diaminopyridines.

Nikolay V Shcherbakov1, Dmitry V Dar'in1, Vadim Yu Kukushkin1,2, Alexey Yu Dubovtsev1.   

Abstract

Gold(I)-catalyzed hetero-tetradehydro-Diels-Alder cycloaddition of enynamides and cyanamides comprises an efficient route to diversely substituted 2,6-diaminopyridines (28 examples; yields up to 99%). The reaction proceeds under very mild conditions (DCM, rt) with high functional group tolerance. The obtained 2,6-diaminopyridines represent a useful synthetic platform with an easily modulated substitution pattern for subsequent functionalizations of both the pyridine core and the N-substituents.

Entities:  

Year:  2021        PMID: 33961747     DOI: 10.1021/acs.joc.1c00558

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


  1 in total

1.  Computational exploration for possible reaction pathways, regioselectivity, and influence of substrate in gold-catalyzed cycloaddition of cyanamides with enynamides.

Authors:  Xinghui Zhang; Haixiong Shi; Caihong Ji; Jianyi Wang; Liping Jiang
Journal:  RSC Adv       Date:  2022-08-15       Impact factor: 4.036

  1 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.