Synthesis of Cyclopropenes via 1,2-Elimination of Bromocyclopropanes Catalyzed by Crown Ether

[摘要]：A new synthetic protocol for the preparation of 3,3-disubstituted cyclopropenes from the corresponding bromocyclopropanes via a base-assisted 1,2-elimination has been developed. Employment of catalytic amounts of 18-crown-6 in ethereal solvents allowed for improved yields, as compared to the classical procedure employing dimethyl sulfoxide, making this protocol applicable to the synthesis of hydrophilic cyclopropenes. The application of this new method for the efficient synthesis of cyclopropene-3-carboxamides, an important class of functionalized 3,3-disubstituted cycloproperies, is demonstrated. Scope and limitation studies are discussed.

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