Facile Synthesis of 2,3-Diiodonaphthalene and 2-Bromo-3-iodonaphthalene

Abstract

2,3-Diiodonaphthalene (5) and 2-bromo-3-iodonaphthalene (6) were readily synthesized in two steps by iodination of the corresponding bis(hexachlorocyclopentadiene) adducts 1 and 3 of naphthalene and 2-bromonaphthalene, in methanesulfonic acid, followed by retro Diels-Alder reaction combined with sublimation.

Keywords:

• 2,3-Diiodonaphthalene
• 2-Bromo-3-iodonaphthalene
• Iodination
• Retro Diels-Alder

Acknowledgments

Financial support from the Royal Institute of Technology and the Ernst Johnson Foundation is gratefully acknowledged.