Literature DB >> 35951264

Sustainable Solvent-Free Diels-Alder Approaches in the Development of Constructive Heterocycles and Functionalized Materials: A Review.

Aluru Rammohan1, Alexey P Krinochkin2,3, Albert F Khasanov2,3, Dmitry S Kopchuk2,3, Grigory V Zyryanov4,5.   

Abstract

The Diels-Alder reaction (DAR) is found in myriad applications in organic synthesis and medicinal chemistry for drug development, as it is the method of choice for the expedient synthesis of complex natural compounds and innovative materials including nanomaterials, graphene expanses, and polymeric nanofibers. Furthermore, the greatest focus of attention of DARs is on the consistent reaction procedure with stimulus yields by highly stereo- and regioselective mechanistic pathways. Therefore, the present review is intended to summarize conventional solvent-free (SF) DARs for the expedient synthesis of heterocyclic compounds and materials. In particular, this review deals with the DARs of mechanochemical grinding, catalysis (including stereoselective catalysts), thermal, and electromagnetic radiation (such as microwave [MW], infrared [IR], and ultraviolet [UV] irradiation) in SF procedures. Therefore, this comprehensive review validates the application of DARs to pharmaceutical innovations and biorenewable materials through consistent synthetic approaches.
© 2022. The Author(s), under exclusive licence to Springer Nature Switzerland AG.

Entities:  

Keywords:  Cycloaddition; Diels–Alder reaction (DAR); Solvent-free (SF); Stereoselectivity; Thermal reaction

Mesh:

Substances:

Year:  2022        PMID: 35951264     DOI: 10.1007/s41061-022-00398-2

Source DB:  PubMed          Journal:  Top Curr Chem (Cham)        ISSN: 2364-8961


  27 in total

Review 1.  The Diels-Alder reaction: A powerful tool for the design of drug delivery systems and biomaterials.

Authors:  Manuel Gregoritza; Ferdinand P Brandl
Journal:  Eur J Pharm Biopharm       Date:  2015-11       Impact factor: 5.571

2.  Controlling Reactivity by Geometry in Retro-Diels-Alder Reactions under Tension.

Authors:  Richard Stevenson; Guillaume De Bo
Journal:  J Am Chem Soc       Date:  2017-11-13       Impact factor: 15.419

3.  Ball milling in organic synthesis: solutions and challenges.

Authors:  Achim Stolle; Tony Szuppa; Silke E S Leonhardt; Bernd Ondruschka
Journal:  Chem Soc Rev       Date:  2011-03-08       Impact factor: 54.564

Review 4.  Potential use of the Diels-Alder reaction in biomedical and nanomedicine applications.

Authors:  Adeolu Oluwasanmi; Clare Hoskins
Journal:  Int J Pharm       Date:  2021-05-23       Impact factor: 5.875

5.  Mechanochemical organic synthesis.

Authors:  Guan-Wu Wang
Journal:  Chem Soc Rev       Date:  2013-05-09       Impact factor: 54.564

Review 6.  Application of the aza-Diels-Alder reaction in the synthesis of natural products.

Authors:  Min-Hui Cao; Nicholas J Green; Sheng-Zhen Xu
Journal:  Org Biomol Chem       Date:  2017-04-11       Impact factor: 3.876

7.  Ι₂-mediated amination/cyclization of ketones with 2-aminopyridines under high-speed ball milling: solvent- and metal-free synthesis of 2,3-substituted imidazo[1,2-a]pyridines and zolimidine.

Authors:  Fang-Jian Wang; Hui Xu; Ming Xin; Ze Zhang
Journal:  Mol Divers       Date:  2016-03-14       Impact factor: 2.943

Review 8.  Mechanochemistry: A Force of Synthesis.

Authors:  Jean-Louis Do; Tomislav Friščić
Journal:  ACS Cent Sci       Date:  2016-12-29       Impact factor: 14.553

Review 9.  Mechanochemical synthesis of small organic molecules.

Authors:  Tapas Kumar Achar; Anima Bose; Prasenjit Mal
Journal:  Beilstein J Org Chem       Date:  2017-09-11       Impact factor: 2.883

Review 10.  Diversity-Oriented Approaches to Polycycles and Heterocycles via Enyne Metathesis and Diels-Alder Reaction as Key Steps.

Authors:  Sambasivarao Kotha; Arjun S Chavan; Deepti Goyal
Journal:  ACS Omega       Date:  2019-12-16
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