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AURORA 1135 synthesis

14synthesis methods
-

Yield:27865-44-7 99%

Reaction Conditions:

with N-fluorobis(benzenesulfon)imide;samarium(III) trifluoromethanesulfonate in acetonitrile at 100; for 0.166667 h;Sealed tube;Microwave irradiation;Beckmann Rearrangement;

Steps:

3. General procedures for the synthesis of amides 2a-2k

General procedure: To a solution of the oxime substrates 1a-1k (0.2 mmol) in CH3CN (0.2 mL) were added a mixture of Sm(OTf)3 (1.2 mg, 0.002 mmol) and NFSI (9.5 mg, 0.03 mmol). Then the solution was heated to 100 °C under the microwave irradiation for 10 min. The solvent was removed in vacuo to afford a residue, which was purified by a flash column chromatography on silica gel to afford the products 2a-2k.

References:

Xie, Fukai;Du, Chuan;Pang, Yadong;Lian, Xu;Xue, Chentao;Chen, Yanyu;Wang, Xuefei;Cheng, Maosheng;Guo, Chun;Lin, Bin;Liu, Yongxiang [Tetrahedron Letters,2016,vol. 57,# 51,p. 5820 - 5824] Location in patent:supporting information

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