Preparation method for synthesizing indoline through idodine catalysis of amide compound
A technology of amide compound and catalyzed amide, which is applied in the direction of organic chemistry, can solve problems such as environmental pollution, difficulty in realizing industrial production, and high requirements for reaction devices, and achieve the effects of simple experimental operation, high selectivity and high yield
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preparation example 1
[0016] Add amide compound II (X=C, R 1 =H,R 2 =H,R 3 , R 4 =CH 3 ), adding iodine (2eq), potassium carbonate (2eq), di-tert-butyl peroxide (0.1eq) dropwise, and DMF 2mL dropwise, and the reaction was carried out at 100°C for 24h. After the reaction was completed, 3,3-dimethylindoline-1-carbaldehyde was obtained by column chromatography separation with a yield of 93%.
preparation example 2
[0018] Add amide compound II (X=C, R 1 =H,R 2 =CH 3 , R 3 =CH 2 OAc,R 4 =CH 3 ), adding iodine (3eq), cesium carbonate (3eq), hydrogen peroxide (10eq) dropwise, and acetonitrile 2mL dropwise, and the reaction was carried out at 80°C for 24h. After the reaction was completed, 3-methyl-3-acetate methylindoline-1-ethanone was obtained through column chromatography separation with a yield of 91%.
preparation example 3
[0020] Add amide compound II (X=C, R 1 =H,R 2 =CH 3 , R 3 , R 4 =Cy), add iodine (2eq), potassium carbonate (2eq), drop p-chlorotoluene (2eq), dropwise add acetonitrile 2mL, and react at 140°C for 5h. After the reaction was completed, 3,3-dicyclohexylindoline-1-ethanone was obtained by separation by column chromatography with a yield of 53%.
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