An Organic Intermolecular Dehydrogenative Annulation Reaction
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Updated: Sep 26, 2026

Microwave-assisted Intramolecular Dehydrogenative Diels-Alder Reactions for the Synthesis of Functionalized Naphthalenes/Solvatochromic Dyes
Published on: April 1, 2013
Saikat Maiti1, Tapas Kumar Achar1, Prasenjit Mal1
1School of Chemical Sciences , National Institute of Science Education and Research (NISER) Bhubaneswar, HBNI , P.O. Bhimpur-Padanpur, Via Jatni, Khurda 752050, Odisha, India.
Abstract:
The discovery of a direct method for the synthesis of three-ring heterocyclic carbazoles from unactivated arenes and anilides by a metal-free (organic) intermolecular dehydrogenative annulation reaction under ambient laboratory conditions is reported. Iodine(III) was used as the sole reagent either stoichiometrically from inexpensive phenyliodine diacetate or organocatalytically by in situ generation from PhI-mCPBA. In a single step, three C(sp2)-H bonds and one N(sp3)-H bond are functionalized from two different arenes for tandem C-C and C-N bond formation reactions.
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