Isoquinolinone compounds and preparation method thereof
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A technology for isoquinolinones and compounds is applied in the field of synthesis of isoquinolinone compounds, and achieves the effects of cheap and easily available raw materials, no need for inert gas protection, and simple preparation process
Inactive Publication Date: 2015-02-04
NANKAI UNIV
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So far, there is no report on the direct synthesis of isoquinolinon
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Embodiment 1-20
[0023] A kind of isoquinolinone compound, its general chemical structure formula is (I):
[0024]
[0025] (I)
[0026] Where: R 1 , R 2 is an aliphatic substituent or an aromatic substituent, R 1 , R 2 Can be the same or different; R 3 is an aliphatic substituent or an aromatic substituent; R 4 It is an aliphatic substituent, an aromatic substituent, an ester-containing group, an aliphatic substituent containing oxygen or halogen heteroatom carbon.
[0027] The preparation method of the isoquinolinone compound 1-20 is to form the corresponding isoquinolinone compound by catalytic cyclization of benzamide and alkyne under palladium / carbon conditions, and the steps are as follows:
[0028] 1) Add 0.3 mmol benzamide, 0.9 mmol alkyne, 0.03 mmol palladium / carbon, 0.3 mmol sodium carbonate, 0.15 mmol sodium iodide dihydrate to a pre-dried 50 mL Schlenk reaction tube equipped with magnetons, well mixed;
[0029] 2) After adding 1.0 mL of dimethylformamide, place the react...
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Abstract
Isoquinolinone compounds have a general structural formula as shown in the specification, wherein R<1> and R<2> are aliphatic substituent groups or aromatic substituent groups and can be identical or not, R<3> is aliphatic substituent group or aromatic substituent group, and R<4> can be aliphatic substituent group, aromatic substituent group, aliphatic substituent group containing ester group or aliphatic substituent group containing oxygen or halogen heteroatom carbon. According to the preparation method of the isoquinolinone compounds, benzamide and alkyne are subjected to catalytic cyclization in the presence of palladium/carbon to form corresponding isoquinolinone compounds. The preparation method is simple in process, uses cheap and easily available raw materials, is high in yield, and does not need inert gas shielding; in addition, the reaction temperature is mild relatively and the palladium/carbon catalyst can be recycled.
Description
technical field [0001] The invention relates to the synthesis of isoquinolone compounds, in particular to an isoquinolone compound and a preparation method thereof. Background technique [0002] Isoquinolinone derivatives exist in many natural compounds, such as alkaloids coryaldine, dorianine, N-methylcoryaldine and other more complex isoquinoline alkaloids. Some of its derivatives have high biological activity and are widely used in Biology, medicine and other industries, see: 1) I. W. Southon and J. Buckingham (Eds.), Dictionary of Alkaloids , Chapman and Hall, Vol. 1, New York(1989), p. 347; 2) M. Shamma and J. L. Moniot, Isoquinoline Alkaloids Research , 1972-1977, Plenum Press, New York, London (1978), p. 57; 3) S. Yu. Yunusov, Alkaloids [in Russian], Fan, Tashkent (1981), p. 119; 4) P. Giri, G. S. Kumar, Mini-Rev. Med. Chem. 2010, 10, 568-577; 5) K. Bhadra, G. S. Kumar, Mini-Rev. Med. Chem . 2010, 10, 1235 – 1247; 6) A. Capasso, S. Piacente, N. De Tommasi, L...
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