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  • Thermal [4 + 2] cycloadditions of 3-acetyl-, 3-carbamoyl-, and 3-ethoxycarbonyl-coumarins with 2,3-dimethyl-1,3-butadiene under solventless conditions: a structural study.

Thermal [4 + 2] cycloadditions of 3-acetyl-, 3-carbamoyl-, and 3-ethoxycarbonyl-coumarins with 2,3-dimethyl-1,3-butadiene under solventless conditions: a structural study.

Molecules (Basel, Switzerland) (2010-03-26)
Irma Y Flores-Larios, Lizbeth López-Garrido, Francisco J Martínez-Martínez, Jorge González, Efrén V García-Báez, Alejandro Cruz, Itzia I Padilla-Martínez
ABSTRACT

The thermal [4+2] cycloadditions of 3-acetyl-, 3-carbamoyl, and 3-ethoxycarbonylcoumarins with 2,3-dimethyl-1,3-butadiene under solvent free conditions are reported, as well as the epoxidation reactions of some adducts. Discussion is focused on the structural features of the Diels-Alder adducts and their epoxides, based upon NMR, X-ray, and mass spectral data, and supported by ab initio theoretical calculations.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
2,3-Dimethyl-1,3-butadiene, 98%, contains 100 ppm BHT as stabilizer