104576-30-9Relevant articles and documents
One-Pot N-Deprotection and Catalytic Intramolecular Asymmetric Reductive Amination for the Synthesis of Tetrahydroisoquinolines
Zhou, Huan,Liu, Yuan,Yang, Suhua,Zhou, Le,Chang, Mingxin
, p. 2725 - 2729 (2017)
A one-pot N-Boc deprotection and catalytic intramolecular reductive amination protocol for the preparation of enantiomerically pure tetrahydroisoquinoline alkaloids is described. The iodine-bridged dimeric iridium complexes displayed superb stereoselectivity to give tetrahydroisoquinolines, including several key pharmaceutical drug intermediates, in excellent yields under mild reaction conditions. Three additives played important roles in this reaction: Titanium(IV) isopropoxide and molecular iodine accelerated the transformation of the intermediate imine to the tetrahydroisoquinoline product; p-toluenesulfonic acid contributed to the stereocontrol.
Aromatic ring or fused heterocycle linked 3,4-dihydroisoquinoline conjugated structure compound and application thereof
-
Paragraph 0028; 0054-0056, (2016/12/01)
The invention discloses an aromatic ring or fused heterocycle linked 3,4-dihydroisoquinoline conjugated structure compound and application thereof. The structure of the aromatic ring or fused heterocycle 3,4-dihydroisoquinoline conjugated structure compound is as shown in the formula II, wherein R1 and R2 are independent of each other and are H, C1-C4 alkyl groups, C1-C4 alkoxy groups, F and Cl; R3 and R4 are independent of each other and are H and F or C1-C4 alkyl groups substituted by F; at least one of R1, R2, R3 and R4 is F or Cl or C1-C4 alkyl groups substituted by F; or R3 and R4 are cyclized to form oxygen heterocycles substituted by F. The invention provides application of the aromatic ring or fused heterocycle 3,4-dihydroisoquinoline conjugated structure compound to preparation of monoamine oxidase (MAO) inhibition agents. The compound has a remarkable inhibition function on monoamine oxidase. Please see the chemical structural formula of the compound in the specification.
Solvent-promoted highly selective dehydrogenation of tetrahydroisoquinolines without catalyst and hydrogen acceptor
Feng, Guang-Shou,Ji, Yue,Liu, Hui-Fang,Shi, Lei,Zhou, Yong-Gui
supporting information, p. 747 - 749 (2016/02/05)
An unusual solvent DMF-promoted dehydrogenation of 1-substituted 1,2,3,4-tetrahydroisoquinolines to synthesize cyclic imines is described. This environmentally friendly reaction features no requirement of any metal catalysts, oxidants, or hydrogen acceptors. A wide range of structurally varied 3,4-dihydroisoquinolines can be obtained with good yields and excellent chemoselectivities.