98988-24-0Relevant academic research and scientific papers
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.
Protoberberines from Reissert-Compounds, V [1]: Synthesis of (±)-Bharatamine
Reimann,Renz,Dammertz,Scholz
, p. 173 - 176 (2007/10/03)
Alkylation of the Reissert compound 1 by methyl 2-bromomethylbenzoate (2) followed by spontaneous intramolecular cyclization affords dibenzo[a, g]quinolizinone 4 which in turn can be reduced to benzyl ether 5 by LiAlH4/NaBH4. Debenzy
A RADICAL APPROACH TO BHARATAMINE, A UNIQUE PROTOBERBERINE ALKALOID FROM ALANGIUM LAMARCKII
Takano, Seiichi,Suzuki, Mahito,Ogasawara, Kunio
, p. 1151 - 1156 (2007/10/02)
Bharatamine, a unique racemic protoberberine alkaloid from Alangium Lamarckii, has been synthesized via aryl radical-initiated 1,6-cyclization as the key step.
Reduction of Lactams and Thiolactams by Sodium Borohydride: Application in the Synthesis of Some Alkaloids
Mandal, S. B.,Giri, V. S.,Sabeena, M. S.,Pakrashi, S. C.
, p. 4236 - 4241 (2007/10/02)
Lactams 1a-8a and thiolactams 1b-8b,9a,10b-12b and 13 could be reduced to their corresponding amines in 70-98percent yield by using borohydide-tert-butyl alcohol-methanol mixtures under reflux.Even the vinylogous amide 19 underwent reduction to afford dep
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.
A Convenient Total Synthesis of (+/-)-Bharatamine and (+/-)-Isobharatamine
Patil, Sharadbala D.,Mali, R. S.
, p. 360 - 362 (2007/10/02)
N,N-Dimethylbenzylamine (1) on lithiation with n-butyllithium followed by reaction with paraformaldehyde gives the 2-hydroxymethyl derivative (2). 2 on successive reactions with ClCOOEt, KCN and alc.KOH followed by cyclisation furnishes isochroman-3-one (3).Condensation of 3 with phenylethylamines (4a) and (4b), followed by cyclisation (PCl5), reduction (NaBH4), and debenzylation (EtOH-HCl) gives (+/-)-bharatamine (6c) and (+/-)-3-hydroxy-4-methoxy-5,6,13,13a-tetrahydro-8H-dibenzoquinolizine (isobharatamine, 6d), respectively in high yields.
