Literature DB >> 28471179

Iodine(III)-Catalyzed Formal [2 + 2 + 1] Cycloaddition Reaction for Metal-Free Construction of Oxazoles.

Takuma Yagyu1, Yusuke Takemoto1, Akira Yoshimura2, Viktor V Zhdankin2, Akio Saito1.   

Abstract

The iodine(III) catalyst, in situ generated from iodoarene as a precatalyst with m-CPBA and Tf2NH, promoted the metal-free [2 + 2 + 1] cycloaddition-type reactions of alkynes, nitriles, and oxygen atoms for the regioselective formations of 2,4-disubstituted and 2,4,5-trisubstituted oxazole. A first example of iodine catalysis for multicomponent reactions is represented.

Entities:  

Year:  2017        PMID： 28471179     DOI： 10.1021/acs.orglett.7b00742

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


  6 in total

1.  Mechanistic Pathways in Amide Activation: Flexible Synthesis of Oxazoles and Imidazoles.

Authors:  Giovanni Di Mauro; Boris Maryasin; Daniel Kaiser; Saad Shaaban; Leticia González; Nuno Maulide
Journal:  Org Lett       Date:  2017-07-13       Impact factor: 6.005

2.  Oxidative cycloaddition of hydroxamic acids with dienes or guaiacols mediated by iodine(III) reagents.

Authors:  Hisato Shimizu; Akira Yoshimura; Keiichi Noguchi; Victor N Nemykin; Viktor V Zhdankin; Akio Saito
Journal:  Beilstein J Org Chem       Date:  2018-02-28       Impact factor: 2.883

3.  Retracted Article: Metal-free [2+2+1] cycloaddition polymerization of alkynes, nitriles, and oxygen atoms to functional polyoxazoles.

Authors:  Lichao Dong; Tian Lan; Yin Liang; Shifeng Guo; Hao Zhang
Journal:  RSC Adv       Date:  2020-06-25       Impact factor: 4.036

Review 4.  Ionic Liquids as Organocatalysts for Nucleophilic Fluorination: Concepts and Perspectives.

Authors:  Young-Ho Oh; Dong Wook Kim; Sungyul Lee
Journal:  Molecules       Date:  2022-09-04       Impact factor: 4.927

5.  An umpolung strategy for intermolecular [2 + 2 + 1] cycloaddition of aryl aldehydes and nitriles: a facile access to 2,4,5-trisubstituted oxazoles.

Authors:  Deevi Basavaiah; Gangadhararao Golime; Shivalal Banoth; Saidulu Todeti
Journal:  Chem Sci       Date:  2022-06-11       Impact factor: 9.969

6.  Iodonium Cation-Pool Electrolysis for the Three-Component Synthesis of 1,3-Oxazoles.

Authors:  Lars E Sattler; Gerhard Hilt
Journal:  Chemistry       Date:  2020-12-03       Impact factor: 5.020
  6 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.