Synthesis of bromo- and carboxylic acid-substituted methylenepyrans

Nikolay V. Vologdin (1) , Sebastien Gauthier (1) , Sylvain Achelle (1) , Bertrand Caro (1) , Françoise Robin-Le Guen (1)

1 ISCR - Institut des Sciences Chimiques de Rennes

In this contribution we describe a series of pyranylidene derivatives bearing bromine atoms in various positions. Some of these bromo derivatives have been converted in carboxylic acid by halogen-metal exchange reaction using gaseous CO2 as electrophile. Selected compounds have been studied by UV-visible absorption and cyclic voltametry to study the influence of the substituent on the pyranylidene core.

Keywords: electroactive compounds; Methylenepyrans; wittig reaction; halogen-metal exchange; aromatic bromide; carboxylic acid; electroactive compounds.

Domains: Chemical Sciences; Organic chemistry

Nikolay V. Vologdin, Sebastien Gauthier, Sylvain Achelle, Bertrand Caro, Françoise Robin-Le Guen. Synthesis of bromo- and carboxylic acid-substituted methylenepyrans. Letters in Organic Chemistry, 2014, 11 (8), pp.606. ⟨10.2174/1570178611666140512210227⟩. ⟨hal-01059401⟩