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1. Intramolecular Didehydro-Diels-Alder Reaction for the Synthesis of Benzo- and Dihydrobenzo-Fused Heterocycles

Author

Kay M. Brummond, Justin T. Proto, and Ashley E. Bober

Subjects
Reaction conditions, 010405 organic chemistry, Chemistry, Organic Chemistry, Substrate (chemistry), 010402 general chemistry, 01 natural sciences, Biochemistry, 0104 chemical sciences, Intramolecular force, Organic chemistry, Physical and Theoretical Chemistry, Selectivity, Diels–Alder reaction
Abstract

Using an intramolecular didehydro-Diels–Alder reaction, ene–yne substituted pyrroles, thiophenes, and furans afford functionalized indoles, benzothiophenes, and benzofurans and the corresponding dihydroaromatic products. Product selectivity for the aromatic or dihydroaromatic product is controlled by the reaction conditions, which vary depending upon the substrate.

Published
2017

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