Literature DB >> 17956113

A one-pot, microwave-influenced synthesis of diverse small molecules by multicomponent reaction cascades.

Soumava Santra1, Peter R Andreana.   

Abstract

Small molecule diversity can be achieved in a single synthetic operation from bifunctional substrates in the absence of additives and under the influence of microwaves with complete control of pathway selectivity. The preliminary Ugi four-component coupling products give rise to three structurally distinct scaffolds that are dependent on solvent effects and sterics. 2,5-Diketopiperazines (Type A), 2-azaspiro[4.5]deca-6,9-diene-3,8-diones (Type B), and thiophene-derived Diels-Alder tricyclic lactams (Type C) predominate in this reaction cascade.

Entities:  

Year:  2007        PMID: 17956113     DOI: 10.1021/ol702256t

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


  10 in total

Review 1.  Controlled microwave heating in modern organic synthesis: highlights from the 2004-2008 literature.

Authors:  C Oliver Kappe; Doris Dallinger
Journal:  Mol Divers       Date:  2009-04-21       Impact factor: 2.943

2.  Automated synthesis of a 184-member library of thiadiazepan-1,1-dioxide-4-ones.

Authors:  Erik Fenster; Toby R Long; Qin Zang; David Hill; Benjamin Neuenswander; Gerald H Lushington; Aihua Zhou; Conrad Santini; Paul R Hanson
Journal:  ACS Comb Sci       Date:  2011-02-10       Impact factor: 3.784

Review 3.  Isocyanide-Based Multicomponent Reactions in Water: Advanced Green Tools for the Synthesis of Heterocyclic Compounds.

Authors:  Siamak Javanbakht; Mohammad Taghi Nazeri; Hassan Farhid; Tahereh Nasiriani; Vida Khodkari; Ahmad Shaabani
Journal:  Top Curr Chem (Cham)       Date:  2022-09-22

4.  Enantioselective organocatalytic Hantzsch synthesis of polyhydroquinolines.

Authors:  Christopher G Evans; Jason E Gestwicki
Journal:  Org Lett       Date:  2009-07-16       Impact factor: 6.005

Review 5.  Two decades of recent advances of Ugi reactions: synthetic and pharmaceutical applications.

Authors:  Manar Ahmed Fouad; Hamida Abdel-Hamid; Mohammed Salah Ayoup
Journal:  RSC Adv       Date:  2020-11-23       Impact factor: 4.036

Review 6.  Isocyanide-based multicomponent reactions towards cyclic constrained peptidomimetics.

Authors:  Gijs Koopmanschap; Eelco Ruijter; Romano Va Orru
Journal:  Beilstein J Org Chem       Date:  2014-03-04       Impact factor: 2.883

Review 7.  Microwave multicomponent synthesis.

Authors:  Helmut M Hügel
Journal:  Molecules       Date:  2009-12-01       Impact factor: 4.411

8.  Application of heterocyclic aldehydes as components in Ugi-Smiles couplings.

Authors:  Katelynn M Mason; Michael S Meyers; Abbie M Fox; Sarah B Luesse
Journal:  Beilstein J Org Chem       Date:  2016-09-15       Impact factor: 2.883

9.  Michael additions of amines to methyl acrylates promoted by microwave irradiation.

Authors:  Jaime Escalante; Manuel Carrillo-Morales; Irma Linzaga
Journal:  Molecules       Date:  2008-02-07       Impact factor: 4.411

10.  One-pot Ugi/Aza-Michael synthesis of highly substituted 2,5-diketopiperazines with anti-proliferative properties.

Authors:  Andreas Hartung; Florian Seufert; Carsten Berges; Viktoria H Gessner; Ulrike Holzgrabe
Journal:  Molecules       Date:  2012-12-11       Impact factor: 4.411

  10 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.