Domino approach for the synthesis of pyrrolo[1,2-alpha]pyrazine from vinyl azides.
A domino synthesis of pyrrolo[1,2-alpha]pyrazine from 1H-2-pyrrolecarbaldehyde and readily synthesized vinyl azides was developed. This reaction proceeded under relatively mild conditions in the presence of base. Additionally, a possible mechanism for the entire sequence is proposed.
Chen
Wenteng
W
Institute of Materia Medica, College of Pharmaceutical Sciences, Zhejiang University, Hangzhou 310058, P. R. China.
Hu
Miao
M
Wu
Jianwei
J
Zou
Hongbin
H
Yu
Yongping
Y
D000447:Aldehydes / Q000737:chemistry*; D001386:Azides / Q000737:chemistry*; D015394:Molecular Structure; D011719:Pyrazines / Q000138:chemical synthesis* / Q000737:chemistry; D011758:Pyrroles / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism; D014753:Vinyl Compounds / Q000737:chemistry*
D000447:Aldehydes; D001386:Azides; D011719:Pyrazines; D011758:Pyrroles; D014753:Vinyl Compounds