Beilstein J. Org. Chem.2018,14, 891–899, doi:10.3762/bjoc.14.76
Fabiana Pandolfi Isabella Chiarotto Marta Feroci Deptartment of Fundamental and Applied Sciences for Engineering (SBAI), Sapienza University of Rome, via Castro Laurenziano, 7, 00161, Rome, Italy 10.3762/bjoc.14.76 Abstract The electrochemical reduction of 2-(2,2-dibromovinyl)naphthalene in a DMF
alkyne (Et4NBF4) or the bromoalkyne (NaClO4). This study allowed to establish that 2-(bromoethynyl)naphthalene can be converted into 2-ethynylnaphthalene by cathodic reduction.
Keywords: arylalkyne; carbon–bromine bond cleavage; cathodic reduction; Corey–Fuchs reaction; 2-(2,2-dibromovinyl)naphthalene
decided to carry out our study using 2-(2,2-dibromovinyl)naphthalene (1a) as starting material for the synthesis of 2-ethynylnaphthalene (2a, Scheme 4).
Results and Discussion
In our previous work [25], we found that the cathodic reduction of 2-(2,2-dibromovinyl)naphthalene (1a), carried out at the