Literature DB >> 17256992

Catalytic multicomponent reactions for the synthesis of N-aryl trisubstituted pyrroles.

Chris V Galliford1, Karl A Scheidt.   

Abstract

Dirhodium(II) salts efficiently catalyze the three-component assembly reaction of an imine, diazoacetonitrile (DAN), and an activated alkynyl coupling partner to form substituted 1,2-diarylpyrroles in moderate to good yields. The transition-metal-catalyzed decomposition of the diazo compound in the presence of the imine presumably generates a transient azomethine ylide that undergoes cycloaddition with dipolarophiles in a highly convergent manner.

Entities:  

Mesh:

Substances:

Year:  2007        PMID: 17256992     DOI: 10.1021/jo0624086

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


  12 in total

Review 1.  Transition metal-mediated synthesis of monocyclic aromatic heterocycles.

Authors:  Anton V Gulevich; Alexander S Dudnik; Natalia Chernyak; Vladimir Gevorgyan
Journal:  Chem Rev       Date:  2013-01-10       Impact factor: 60.622

2.  Asymmetric Formal Total Synthesis of the Stemofoline Alkaloids: The Evolution, Development and Application of a Catalytic Dipolar Cycloaddition Cascade.

Authors:  Charles S Shanahan; Chao Fang; Daniel H Paull; Stephen F Martin
Journal:  Tetrahedron       Date:  2013-09-09       Impact factor: 2.457

3.  Microwave-assisted Piloty-Robinson synthesis of 3,4-disubstituted pyrroles.

Authors:  Benjamin C Milgram; Katrine Eskildsen; Steven M Richter; W Robert Scheidt; Karl A Scheidt
Journal:  J Org Chem       Date:  2007-04-14       Impact factor: 4.354

4.  Four-component green synthesis of benzochromene derivatives using nano-KF/clinoptilolite as basic catalyst: study of antioxidant activity.

Authors:  Elham Ezzatzadeh; Zinatossadat Hossaini
Journal:  Mol Divers       Date:  2019-03-04       Impact factor: 2.943

5.  Metal-catalyzed 1,2-shift of diverse migrating groups in allenyl systems as a new paradigm toward densely functionalized heterocycles.

Authors:  Alexander S Dudnik; Anna W Sromek; Marina Rubina; Joseph T Kim; Alexander V Kel'in; Vladimir Gevorgyan
Journal:  J Am Chem Soc       Date:  2008-01-04       Impact factor: 15.419

6.  Mechanistically diverse copper-, silver-, and gold-catalyzed acyloxy and phosphatyloxy migrations: efficient synthesis of heterocycles via cascade migration/cycloisomerization approach.

Authors:  Todd Schwier; Anna W Sromek; Dahrika M L Yap; Dmitri Chernyak; Vladimir Gevorgyan
Journal:  J Am Chem Soc       Date:  2007-07-21       Impact factor: 15.419

7.  Unusually reactive and selective carbonyl ylides for three-component cycloaddition reactions.

Authors:  Andrew DeAngelis; Michael T Taylor; Joseph M Fox
Journal:  J Am Chem Soc       Date:  2009-01-28       Impact factor: 15.419

8.  Green novel multicomponent synthesis and biological evaluation of new oxazolopyrazoloazepines and reduction of nitrophenols in the presence of Ag/Fe3O4/ZnO@MWCNT MNCs.

Authors:  Mehdi Savari; Ali Varasteh-Moradi; S Zahra Sayyed-Alangi; Zinatossadat Hossaini; Ramin Zafar Mehrabian
Journal:  Mol Divers       Date:  2022-03-24       Impact factor: 2.943

9.  Lewis acid-catalyzed redox-neutral amination of 2-(3-pyrroline-1-yl)benzaldehydes via intramolecular [1,5]-hydride shift/isomerization reaction.

Authors:  Chun-Huan Jiang; Xiantao Lei; Le Zhen; Hong-Jin Du; Xiaoan Wen; Qing-Long Xu; Hongbin Sun
Journal:  Beilstein J Org Chem       Date:  2014-12-05       Impact factor: 2.883

10.  Copper-catalyzed condensation of imines and α-diazo-β-dicarbonyl compounds: modular and regiocontrolled synthesis of multisubstituted pyrroles.

Authors:  Wei Wen Tan; Naohiko Yoshikai
Journal:  Chem Sci       Date:  2015-08-03       Impact factor: 9.825

View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.