Literature DB >> 15281742

Synthesis of polycyclic aromatic iodides via ICl-induced intramolecular cyclization.

Tuanli Yao1, Marino A Campo, Richard C Larock.   

Abstract

The reaction of 2-(arylethynyl)biphenyls with ICl at -78 degrees C affords substituted polycyclic aromatic iodides in good to excellent yields. The aryl substituents can be either electron-donating or electron-withdrawing groups such as OMe, Me, CHO, CO(2)Et or NO(2) groups. This chemistry has been successfully extended to systems containing a variety of polycyclic and heterocyclic rings. [reaction: see text]

Entities:  

Year:  2004        PMID： 15281742     DOI： 10.1021/ol049161o

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


  13 in total

1.  Syntheses of isochromenes and naphthalenes by electrophilic cyclization of acetylenic arenecarboxaldehydes.

Authors:  Dawei Yue; Nicola Della Ca; Richard C Larock
Journal:  J Org Chem       Date:  2006-04-28       Impact factor: 4.354

2.  Synthesis of 3-sulfenyl- and 3-selenylindoles by the Pd/Cu-catalyzed coupling of N,N-dialkyl-2-iodoanilines and terminal alkynes, followed by n-Bu(4)NI-induced electrophilic cyclization.

Authors:  Yu Chen; Chul-Hee Cho; Feng Shi; Richard C Larock
Journal:  J Org Chem       Date:  2009-09-04       Impact factor: 4.354

3.  Synthesis of naphthalenes and 2-naphthols by the electrophilic cyclization of alkynes.

Authors:  Xiaoxia Zhang; Sampa Sarkar; Richard C Larock
Journal:  J Org Chem       Date:  2006-01-06       Impact factor: 4.354

4.  Modular, Metal-Catalyzed Cycloisomerization Approach to Angularly Fused Polycyclic Aromatic Hydrocarbons and Their Oxidized Derivatives.

Authors:  Paul F Thomson; Damon Parrish; Padmanava Pradhan; Mahesh K Lakshman
Journal:  J Org Chem       Date:  2015-07-21       Impact factor: 4.354

5.  Synthesis of 3,4-disubstituted 2H-benzopyrans through C-C bond formation via electrophilic cyclization.

Authors:  Shilpa A Worlikar; Tanay Kesharwani; Tuanli Yao; Richard C Larock
Journal:  J Org Chem       Date:  2007-02-16       Impact factor: 4.354

6.  Efficient synthesis of fluoren-9-ones by the palladium-catalyzed annulation of arynes by 2-haloarenecarboxaldehydes.

Authors:  Jesse P Waldo; Xiaoxia Zhang; Feng Shi; Richard C Larock
Journal:  J Org Chem       Date:  2008-08-07       Impact factor: 4.354

7.  Competition studies in alkyne electrophilic cyclization reactions.

Authors:  Saurabh Mehta; Jesse P Waldo; Richard C Larock
Journal:  J Org Chem       Date:  2009-02-06       Impact factor: 4.354

8.  A simple and mild synthesis of 1H-isochromenes and (Z)-1-alkylidene-1,3-dihydroisobenzofurans by the iodocyclization of 2-(1-alkynyl)benzylic alcohols.

Authors:  Raffaella Mancuso; Saurabh Mehta; Bartolo Gabriele; Giuseppe Salerno; William S Jenks; Richard C Larock
Journal:  J Org Chem       Date:  2010-02-05       Impact factor: 4.354

9.  Synthesis of 2,3-disubstituted benzo[b]selenophenes via electrophilic cyclization.

Authors:  Tanay Kesharwani; Shilpa A Worlikar; Richard C Larock
Journal:  J Org Chem       Date:  2006-03-17       Impact factor: 4.354

10.  Synthesis of Substituted Quinolines by the Electrophilic Cyclization of N-(2-Alkynyl)anilines.

Authors:  Xiaoxia Zhang; Tuanli Yao; Marino A Campo; Richard C Larock
Journal:  Tetrahedron       Date:  2010-02-06       Impact factor: 2.457
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