Synthesis of multisubstituted furans, pyrroles, and thiophenes via ynolates.
An efficient synthetic method for the preparation of multisubstituted furans, thiophenes, and pyrroles using ynolates was developed. This novel formal [4 + 1] annulation by C2-C3 and C3-C4 bond formations includes cycloaddition, cyclization, decarboxylation, and dehydration as key steps.
Shindo
Mitsuru
M
Institute for Materials Chemistry and Engineering, Kyushu University, Kasuga, Japan. shindo@cm.kyushu-u.ac.jp
Yoshimura
Yutaka
Y
Hayashi
Maiko
M
Soejima
Hiroe
H
Yoshikawa
Takashi
T
Matsumoto
Kenji
K
Shishido
Kozo
K
D005663:Furans / Q000138:chemical synthesis / Q000737:chemistry*; D006571:Heterocyclic Compounds / Q000737:chemistry; D015394:Molecular Structure; D011758:Pyrroles / Q000138:chemical synthesis / Q000737:chemistry*; D013876:Thiophenes / Q000138:chemical synthesis / Q000737:chemistry*
D005663:Furans; D006571:Heterocyclic Compounds; D011758:Pyrroles; D013876:Thiophenes