41498-25-3Relevant academic research and scientific papers
Reaction of papaverine with Baran Diversinates
Egbewande, Folake A.,Coster, Mark J.,Jenkins, Ian D.,Davis, Rohan A.
, (2019)
The reaction of papaverine with a series of Baran Diversinates is reported. Although the yields were low, it was possible to synthesize a small biodiscovery library using this plant alkaloid as a scaffold for late-stage C–H functionalization. Ten papaverine analogues (2–11), including seven new compounds, were synthesized. An unexpected radical-induced exchange reaction is reported where the dimethoxybenzyl group of papaverine was replaced by an alkyl group. This side reaction enabled the synthesis of additional novel fragments based on the isoquinoline scaffold, which is present in numerous natural products. Possible reasons for the poor yields in the Diversinate reactions with this particular scaffold are discussed.
Antiplatelet activity of benzylisoquinoline derivatives oxidized by cerium(IV) ammonium nitrate
Kuo, Reen-Yen,Chang, Fang-Rong,Wu, Chin-Chun,Patnam, Ramesh,Wang, Wei-Ya,Du, Ying-Chi,Wu, Yang-Chang
, p. 2789 - 2793 (2007/10/03)
Oxidation of 1-benzyl-3,4-dihydroisoquinolines with cerium(IV) ammonium nitrate (CAN) under mild condition yielded the mixture of corresponding 1-benzylisoquinolines (b-type) and 1-benzoylisoquinolines (a- or c-type) in an equal yields. The selective oxidation products (c-type) can be prepared by using MeCN instead of MeOH. In the antiplatelet assays, four inducers were employed, including AA, Col, PAF, and Thr. In the PAF or Col induced platelet aggregation, compounds belonging to a- and b-type showed stronger inhibitory effects than aspirin.
Desulfonylation of N-sulfonyl tetrahydroisoquinoline derivatives by potassium fluoride on alumina under microwave irradiation: Selective synthesis of 3,4-dihydroisoquinolines and isoquinolines
Silveira, Claudio C.,Bernardi, Carmem R.,Braga, Antonio L.,Kaufman, Teodoro S.
, p. 907 - 910 (2007/10/03)
In a solvent-free system, the microwave irradiation of mixtures of N-sulfonyl tetrahydroisoquinolines and 37% potassium fluoride supported on alumina selectively furnished 3,4-dihydroisoquinolines or isoquinolines, depending upon the reaction time.
Preparation of N-benzylsulfonamido-1,2-dihydroisoquinolines and their reaction with Raney nickel. A mild, new synthesis of isoquinolines
Larghi, Enrique L.,Kaufman, Teodoro S.
, p. 3159 - 3162 (2007/10/03)
N-benzylsulfonamido-1,2-dihydroisoquinolines react with Raney nickel to provide isoquinotines in excellent yields and under mild, neutral conditions.
