Electrophilic cyclization of o-acetoxy- and o-benzyloxyalkynylpyridines: an easy entry into 2,3-disubstituted furopyridines.
[reaction: see text] 2,3-Disubstituted furo[3,2-b]pyridines, 2,3-disubstituted furo[2,3-b]pyridines, and 2,3-disubstituted furo[2,3-c]pyridines are readily prepared under mild conditions via the palladium-catalyzed cross-coupling of 1-alkynes with o-iodoacetoxy- or o-iodobenzyloxypyridines, followed by electrophilic cyclization by I(2) or by PdCl(2) under a balloon of carbon monoxide.
Arcadi
Antonio
A
Dipartimento di Chimica Ingegneria Chimica e Materiali della Facoltà di Scienze, Università di L'Aquila, Via Vetoio, Coppito Due, I-67100 L'Aquila, Italy. arcadi@univaq.it
Cacchi
Sandro
S
Di Giuseppe
Sabrina
S
Fabrizi
Giancarlo
G
Marinelli
Fabio
F
D003500:Cyclization; D005663:Furans / Q000138:chemical synthesis*; D017320:HIV Protease Inhibitors / Q000138:chemical synthesis*; D007202:Indicators and Reagents; D011725:Pyridines / Q000138:chemical synthesis*
D005663:Furans; D017320:HIV Protease Inhibitors; D007202:Indicators and Reagents; D011725:Pyridines