TY - JOUR
T1 - Metal-catalyzed cycloisomerization reactions of cis-4-hydroxy-5- alkynylpyrrolidinones and cis-5-hydroxy-6-alkynylpiperidinones
T2 - Synthesis of furo[3,2-b]pyrroles and furo[3,2-b]pyridines
AU - Jury, Jasmine C.
AU - Swamy, Nalivela Kumara
AU - Yazici, Arife
AU - Willis, Anthony C.
AU - Pyne, Stephen G.
PY - 2009/8/7
Y1 - 2009/8/7
N2 - (Chemical Equation Presented) Furo[3,2-b]pyrroles and furo[3,2-b]pyridines can be conveniently prepared in good yields from the cycloisomerization reactions of cis-4-hydroxy-5-alkynylpyrrolidinones and cis-5-hydroxy-6- alkynylpiperidinones, respectively, using Ag(I), Pd(II)/Cu(I), or Au(I) catalysis. In one case, the cycloisomerization product was unstable and produced a furan derivative by a ring-opening reaction.
AB - (Chemical Equation Presented) Furo[3,2-b]pyrroles and furo[3,2-b]pyridines can be conveniently prepared in good yields from the cycloisomerization reactions of cis-4-hydroxy-5-alkynylpyrrolidinones and cis-5-hydroxy-6- alkynylpiperidinones, respectively, using Ag(I), Pd(II)/Cu(I), or Au(I) catalysis. In one case, the cycloisomerization product was unstable and produced a furan derivative by a ring-opening reaction.
UR - http://www.scopus.com/inward/record.url?scp=68049114671&partnerID=8YFLogxK
U2 - 10.1021/jo9007942
DO - 10.1021/jo9007942
M3 - Article
SN - 0022-3263
VL - 74
SP - 5523
EP - 5527
JO - Journal of Organic Chemistry
JF - Journal of Organic Chemistry
IS - 15
ER -