Synthesis of polycyclic aromatic iodides via ICl-induced intramolecular cyclization

Tuanli Yao; Marino A Campo; Richard C Larock

doi:10.1021/ol049161o

Synthesis of polycyclic aromatic iodides via ICl-induced intramolecular cyclization

Org Lett. 2004 Aug 5;6(16):2677-80. doi: 10.1021/ol049161o.

Authors

Tuanli Yao¹, Marino A Campo, Richard C Larock

Affiliation

¹ Department of Chemistry, Iowa State University, Ames, IA 50011, USA.

PMID: 15281742
DOI: 10.1021/ol049161o

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]