47206-72-4Relevant academic research and scientific papers
Aryl radical cyclizations: One-pot syntheses of protoberberine and pavine alkaloids
Orito, Kazuhiko,Satoh, Yoshitaka,Nishizawa, Hidetoshi,Harada, Rika,Tokuda, Masao
, p. 2535 - 2537 (2007/10/03)
(equation presented) Treatment of 2-(2′-bromo-β-phenethyl)isocarbostyrils 7 with AIBN Bu3SnH in boiling benzene gave 8-oxoberbines 3 in good yields. A similar treatment of 2-(2′-bromo-β-phenethyl)isoquinolinium bromides 6 and their nor- and hom
2-(o-tolyl)-4,4-dimethyl-2-oxazolines - A new vehicle for facile convergent synthesis of protoberberine alkaloids
Singh, Kamal Nain
, p. 4391 - 4392 (2007/10/03)
A single step synthesis of 8-oxotetrahydroprotoberberines (57-82%) by the addition of lithiated 2-(o-tolyl)-4,4-dimethyl-2-oxazolines on 3,4- dihydroisoquinolines is described.
Rearrangement of Isoindolobenzazepinium to Dibenzoquinolizinium Ions: Application to the Total Synthesis of (+/-)-Tetrahydropalmatine
Napolitano, Elio,Fiaschi, Rita,Scartoni, Valerio,Marsili, Antonio
, p. 781 - 784 (2007/10/02)
(+/-)-Tetrahydropalmatine (17) has been synthesized in 16percent yield from 6,7-dimethoxy-3-(3,4-dimethoxybenzylidene)phthalide (4) as follows.Reaction of compound (4) with glycine afforded 6,7-dimethoxy-3-(3,4-dimethoxybenzylidene)phthalimidin-2-ylacetic
Bharatamine A Novel Protoberberine Alkaloid of Aberrant Biogenetic Origin from Alangium lamarckii Thw.
Pakrashi, S. C.,Mukhopadhyay, Ranjan,Dastidar, P. P. Ghosh,Bhattacharjya, Anup,Ali, E.
, p. 1003 - 1007 (2007/10/02)
The structure elucidation and the synthesis of bharatamine, a biogenetic marvel being a protoberberine alkaloid unoxygenated in ring D, and its regioisomer isobharatamine have been discussed in detail.
AUXILIARY SILICON IN REGIOSELECTIVE COBALT CATALIZED PROTOBERBERINE SYNTHESES
Hillard, Russel L.,Parnell, Carol A.,Vollhardt, K. Peter C.
, p. 905 - 912 (2007/10/02)
η5-Cyclopentadienyl dicarbonyl cobalt catalyzes the cocyclization of 1,2-bis(propargyl)-1,2,3,4-tetrahydroisoquinolines 4b and 5 with alkynes to provide a novel synthetic entry into the tetrahydroprotoberberine nucleus.By judicious choice of trimethylsilyl substituents, regiocontrol in the D-ring can be achieved.Reaction of 4b with benzonitrile in the presence of the catalyst furnishes the rare isoquino-2,6-naphthyridine framework, also regioselectively.
PALLADIUM CATALYZED INSERTION OF CARBON MONOXIDE INTO BENZYL-TETRAHYDROISOQUINOLINES. A NEW SYNTHESIS OF BERBINE ALKALOIDS
Pandey, Ganesh D.,Tiwari, Kamala P.
, p. 1213 - 1214 (2007/10/02)
A new total synthesis of the berbine alkaloid ring system has been achieved.Palladium catalyzed insertion of carbon monoxide into the 1-(2-bromobenzyl)-substituted-1,2,3,4-tetrahydroisoquinolines (1a-d) by the use of catalytic amounts of palladium diaceta
Improved synthesis of Protoberberine Type Alkaloids
D'Sa, A. S.,Deodhar, K. D.
, p. 999 (2007/10/02)
An improved synthesis of protoberberine type of compounds is described.The amido acid (IIa) obtained by the condensation of homoveratrylamine and homophthalic acid anhydride undergoes cyclisation in the presence of PPA to give 5,6-dihydro-2,3-dimethoxy-8-
