Literature DB >> 16146395

Functionalized cyclobutenes via multicomponent thermal [2 + 2] cycloaddition reactions.

Helen M Sheldrake1, Timothy W Wallace, Craig P Wilson.   

Abstract

[reaction: see text] Enamine [2 + 2] cycloadditions can be achieved in useful yields simply by stirring a mixture of an aldehyde, diethylamine, a dialkyl fumarate, and potassium carbonate in acetonitrile at 25 degrees C, conditions that are compatible with the presence of a potential leaving group on the beta-position of the intermediate enamine. Methylation and elimination of the product cyclobutanes completes a mild nonphotochemical route to functionalized cyclobutenes.

Entities:  

Year:  2005        PMID: 16146395     DOI: 10.1021/ol051675f

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


  4 in total

Review 1.  Alkynoates as Versatile and Powerful Chemical Tools for the Rapid Assembly of Diverse Heterocycles under Transition-Metal Catalysis: Recent Developments and Challenges.

Authors:  Imtiaz Khan; Aliya Ibrar; Sumera Zaib
Journal:  Top Curr Chem (Cham)       Date:  2021-01-05

2.  Intramolecular thermal stepwise [2 + 2] cycloadditions: investigation of a stereoselective synthesis of [n.2.0]-bicyclolactones.

Authors:  Adam Throup; Laurence H Patterson; Helen M Sheldrake
Journal:  Org Biomol Chem       Date:  2016-10-12       Impact factor: 3.876

3.  NMR and Computational Studies on the Reactions of Enamines with Nitroalkenes That May Pass through Cyclobutanes.

Authors:  Alejandro Castro-Alvarez; Héctor Carneros; Jaume Calafat; Anna M Costa; Cristian Marco; Jaume Vilarrasa
Journal:  ACS Omega       Date:  2019-10-25

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  Retracted Article: Metal-free [2+2+1] cycloaddition polymerization of alkynes, nitriles, and oxygen atoms to functional polyoxazoles.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

  4 in total

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