Microwave-assisted Claisen rearrangement of naphthyl 2-propynyl ethers: synthesis of naphthofurans

Autor: Abraham Thomas, Dnyaneshwar Harishchandra Dahale, Kagga Mukkanti, Balasubramanian Gopalan, V. S. Prasada Rao Lingam
Rok vydání: 2012
Předmět:
Zdroj: Tetrahedron Letters. 53:5695-5698
ISSN: 0040-4039
DOI: 10.1016/j.tetlet.2012.08.053
Popis: An efficient two-step approach for the synthesis of naphtho[1,2- b ]furans and naphtho[2,1- b ]furans has been developed. Various functionalized propargyl alcohols were etherified with α- or β-naphthol under Mitsunobu reaction conditions to give naphthyl 2-propynyl ethers, which underwent a facile microwave-assisted Claisen rearrangement and concomitant anionic cyclization to yield naphthofuran derivatives under basic reaction conditions.
Databáze: OpenAIRE