Literature DB >> 14627412

Facile N-arylation of amines and sulfonamides.

Zhijian Liu1, Richard C Larock.   

Abstract

[reaction: see text] A facile, transition-metal-free N-arylation procedure for amines and sulfonamides has been developed, which affords good to excellent yields of arylated products under very mild reaction conditions. A methoxy-substituted aryl triflate affords N-arylated products in high yields with excellent regioselectivity. This chemistry tolerates a variety of functional groups.

Entities:  

Year:  2003        PMID: 14627412     DOI: 10.1021/ol0358612

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


  14 in total

1.  Synthesis of 9-Substituted Xanthenes by the Condensation of Arynes with ortho-Hydroxychalcones.

Authors:  Chun Lu; Anton V Dubrovskiy; Richard C Larock
Journal:  Tetrahedron Lett       Date:  2012-02-25       Impact factor: 2.415

2.  Facile N-arylation of amines and sulfonamides and o-arylation of phenols and arenecarboxylic acids.

Authors:  Zhijian Liu; Richard C Larock
Journal:  J Org Chem       Date:  2006-04-14       Impact factor: 4.354

3.  Synthesis of 2H-indazoles by the [3 + 2] dipolar cycloaddition of sydnones with arynes.

Authors:  Yuesi Fang; Chunrui Wu; Richard C Larock; Feng Shi
Journal:  J Org Chem       Date:  2011-10-12       Impact factor: 4.354

4.  Synthesis of dihydrobenzisoxazoles by the [3 + 2] cycloaddition of arynes and oxaziridines.

Authors:  Arif Kivrak; Richard C Larock
Journal:  J Org Chem       Date:  2010-11-05       Impact factor: 4.354

5.  Synthesis of 9-fluorenylidenes and 9,10-phenanthrenes through palladium-catalyzed aryne annulation by o-halostyrenes and o-halo allylic benzenes.

Authors:  Shilpa A Worlikar; Richard C Larock
Journal:  J Org Chem       Date:  2009-12-04       Impact factor: 4.354

6.  Formation of acridones by ethylene extrusion in the reaction of arynes with β-lactams and dihydroquinolinones.

Authors:  Yuesi Fang; Donald C Rogness; Richard C Larock; Feng Shi
Journal:  J Org Chem       Date:  2012-07-10       Impact factor: 4.354

7.  Synthesis of o-(dimethylamino)aryl ketones, acridones, acridinium salts, and 1H-indazoles by the reaction of hydrazones and arynes.

Authors:  Anton V Dubrovskiy; Richard C Larock
Journal:  J Org Chem       Date:  2012-12-03       Impact factor: 4.354

8.  Palladium-catalyzed synthesis of 9-fluorenylidenes through aryne annulation.

Authors:  Shilpa A Worlikar; Richard C Larock
Journal:  Org Lett       Date:  2009-06-04       Impact factor: 6.005

9.  Synthesis of Carbazoles and Dibenzofurans via Cross-Coupling of o-Iodoanilines and o-Iodophenols with Silylaryl Triflates and Subsequent Pd-Catalyzed Cyclization.

Authors:  Zhijian Liu; Richard C Larock
Journal:  Tetrahedron       Date:  2007-01-08       Impact factor: 2.457

10.  Nucleophilic addition to 2,3-pyridyne and synthesis of benzonaphthyridinones.

Authors:  Yuesi Fang; Richard C Larock
Journal:  Tetrahedron       Date:  2012-02-09       Impact factor: 2.457

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