One-pot synthesis of simple alkaloids: 2,3-polymethylene-4(3H)-quinazolinones, luotonin A, tryptanthrin, and rutaecarpine.
One-pot synthesis of various 2,3-polymethylene-4(3H)-quinazolinones from anthranilic acid, corresponding lactam and SOCl(2) is described, which can be applicable to the synthesis of simple 4(3H)-quinazolinone-derived alkaloids, such as luotonin A, tryptanthrin, and rutaecarpine.
Jahng
Katherine Chae
KC
College of Pharmacy, Yeungnam University, Gyeongsan, Korea. ydjahng@ynu.ac.kr
Kim
Seung Ill
SI
Kim
Dong Hyeon
DH
Seo
Chang Seob
CS
Son
Jong-Keun
JK
Lee
Seung Ho
SH
Lee
Eung Seok
ES
Jahng
Yurngdong
Y
D055598:Chemical Phenomena; D002627:Chemistry, Physical; D007202:Indicators and Reagents; D026121:Indole Alkaloids / Q000138:chemical synthesis*; D007769:Lactams / Q000138:chemical synthesis; D009682:Magnetic Resonance Spectroscopy; D011758:Pyrroles / Q000138:chemical synthesis*; D011799:Quinazolines / Q000138:chemical synthesis*; D052999:Quinazolinones / Q000138:chemical synthesis*; D011809:Quinones / Q000138:chemical synthesis*; D013055:Spectrophotometry, Infrared; D062367:ortho-Aminobenzoates / Q000737:chemistry
D007202:Indicators and Reagents; D026121:Indole Alkaloids; D007769:Lactams; D011758:Pyrroles; D011799:Quinazolines; D052999:Quinazolinones; D011809:Quinones; C480761:luotonin A; D062367:ortho-Aminobenzoates; C031385:anthranilic acid; C046243:tryptanthrine; C028632:rutecarpine