Title:
METHOD FOR SYNTHESIZING LACTAM COMPOUND
Document Type and Number:
WIPO Patent Application WO/2022/199124
Kind Code:
A1
Abstract:
Disclosed in the present invention is a method for synthesizing a lactam compound, comprising: (1) under gas protection, dissolving N-F benzenesulfonamide and acyl chloride in an organic solvent, uniformly stirring, and performing a reaction to obtain a crude product; (2) recrystallizing the crude product to obtain a product A; (3) dissolving the product A obtained in step (2), cuprous iodide and phenanthroline in a mixed organic solvent and heating for reaction to obtain an intermediate; and (4) dissolving the intermediate and adding tetrabutylammonium fluoride, stirring, and obtaining a target product. In the present invention, commercially available N-F benzenesulfonamide and acyl chloride are selected as starting raw materials which are easy to obtain; in the synthesis method of the present invention, commercially cheap and easily available cuprous iodide is used as a catalyst, such that the use of an expensive noble metal catalyst is avoided, and economy is effectively improved; the whole synthesis method of the present invention is mild in a reaction condition; in the present invention, the target compound is obtained by means of radical cyclization, such that the use of other oxidizing agents or noble metal catalysts is avoided, and low synthesis cost is achieved.
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Inventors:
JIA ZIZI (CN)
WANG CONG (CN)
QIN JIANGUO (CN)
LING FANG (CN)
WANG CONG (CN)
QIN JIANGUO (CN)
LING FANG (CN)
Application Number:
PCT/CN2021/135945
Publication Date:
September 29, 2022
Filing Date:
December 07, 2021
Export Citation:
Assignee:
SHANGHAI OURCHEM BIO TECH CO LTD (CN)
International Classes:
C07D211/76; C07D207/267
Foreign References:
| CN113045469A | 2021-06-29 | |||
| JP2007326903A | 2007-12-20 | |||
| US20060052423A1 | 2006-03-09 |
Other References:
ZHAO YI-XIAO, XIE TIAN, YANG SAN-KE, YANG XIAN-JIN: "A Novel C-N Migration Rearrangement Based on N-F Compounds for the Synthesis of N -Alkyl Diaryl Ureas", EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, WILEY-VCH, DE, vol. 2020, no. 4, 31 January 2020 (2020-01-31), DE , pages 437 - 445, XP055809435, ISSN: 1434-193X, DOI: 10.1002/ejoc.201901602
NAGAMOTO MIDORI, YANAGI TOMOYUKI, NISHIMURA TAKAHIRO, YORIMITSU HIDEKI: "Asymmetric Cyclization of N -Sulfonyl Alkenyl Amides Catalyzed by Iridium/Chiral Diene Complexes", ORGANIC LETTERS, AMERICAN CHEMICAL SOCIETY, US, vol. 18, no. 18, 16 September 2016 (2016-09-16), US , pages 4474 - 4477, XP055970070, ISSN: 1523-7060, DOI: 10.1021/acs.orglett.6b01954
NAGAMOTO MIDORI, YANAGI TOMOYUKI, NISHIMURA TAKAHIRO, YORIMITSU HIDEKI: "Asymmetric Cyclization of N -Sulfonyl Alkenyl Amides Catalyzed by Iridium/Chiral Diene Complexes", ORGANIC LETTERS, AMERICAN CHEMICAL SOCIETY, US, vol. 18, no. 18, 16 September 2016 (2016-09-16), US , pages 4474 - 4477, XP055970070, ISSN: 1523-7060, DOI: 10.1021/acs.orglett.6b01954
Attorney, Agent or Firm:
CHANGZHOU BAIYETENGFEI PATENT AGENCY (GENERAL PARTNERSHIP) (CN)
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