145474-59-5Relevant academic research and scientific papers
Method for preparing compound pyrrolo [2, 1-a] isoquinoline alkaloid with lamelline structure by one-pot method
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Paragraph 0028; 0030; 0031; 0054-0057, (2021/09/21)
The invention belongs to the technical field of medicine synthesis, and particularly relates to a method for preparing a compound pyrrolo [2, 1-a] isoquinoline alkaloid with a lamelline structure through a one-pot method. According to the invention, a tetrahydroisoquinoline derivative and a (Z)-5-phenylpent-2-ene-4-alkyne aldehyde derivative are used as raw materials, are heated to 100-130 DEG C under the catalysis of trifluoroacetic acid, and reacted for 5 hours, so that the 1-phenyl-5, 6-dihydropyrrolo [2, 1-a] isoquinoline alkaloid is obtained by a one-step method. The method has the advantages that the reaction condition is simple, the substrate has high universality and can be well converted into the target compound, an oxidizing agent does not need to be additionally used, and the compound needs to be stored in a dark place under the condition of deuterated chloroform. The compounds provide a relatively simple method for synthesizing medicines for treating sterility, and the skeleton has effective cytotoxic activity on in-vitro tumor cells.
Silver(i)-promoted oxidative cyclisation to pyrrolo[2,1-a]isoquinolines and application to the synthesis of (±)-crispine A
Agarwal, Sameer,Kataeva, Olga,Schmidt, Ulrike,Knoelker, Hans-Joachim
, p. 1089 - 1096 (2013/03/14)
The silver(i)-promoted oxidative cyclisation of 1-propargyl-substituted tetrahydroisoquinolines affords pyrrolo[2,1-a]isoquinolines. Scope and limitations of this method are described and an application to the synthesis of the natural product (±)-crispine A is presented. The Royal Society of Chemistry 2013.
Assessment of Double-Barrelled Heck Cyclizations as a Means for Construction of the 14-Phenyl-8,9-dihydro-6H-[1]benzopyrano[4',3':4,5]pyrrolo[2,1-a]isoquinolin-6-one Core Associated with Certain Members of the Lamellarin Class of Marine Natural Product
Banwell, Martin G.,Flynn, Bernard L.,Hockless, David C. R.,Longmore, Robert W.,Rae, A. David
, p. 755 - 766 (2007/10/03)
The 1,2,4-trisubstituted pyrrole (4), which is readily prepared from pyrrole itself, undergoes double-barrelled Heck cyclizations to give, inter alia, compounds (3) and (17) for which crystal structures have been determined. Product (3) constitutes the co
X=Y-ZH Systems as Potential 1,3-Dipoles. Part 36. 1,5-Electrocyclisation Processes via Oxidation of Tertiary Amines. Pyrrolo-dihydroisoquinolines and -dihydro-β-carbolines.
Grigg, Ronald,Myers, Peter,Somasunderam, Anoma,Sridharan, Visuvanathar
, p. 9735 - 9744 (2007/10/02)
A range of tertiary N-allylamines derived from 1,2,3,4-tetrahydroisoquinoline undergo oxidative cyclisation, induced by Ag2CO3, to pyrrolo-dihydroisoquinolines in moderate to good yield.Analogous oxidative cyclisations are reported for N-allyl-tetrahydro-
