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Radical Three-Component Nitro Spiro-Cyclization of Unsaturated Sulfonamides/Amides to Access NO2-Featured 4-Azaspiro[4.5]decanes.
Guo, Changyou; Li, Lijun; Yan, Qinqin; Chen, Jingyi; Liu, Zhong-Quan; Li, Quan-Xin; Ni, Shao-Fei; Li, Zejiang.
Affiliation
  • Guo C; Key Laboratory of Medicinal Chemistry and Molecular Diagnosis of the Ministry of Education, State Key Laboratory of New Pharmaceutical Preparations and Excipients, College of Chemistry and Materials Science, Key Laboratory of Chemical Biology of Hebei Province (22567635H), Hebei Research Center of t
  • Li L; Key Laboratory of Medicinal Chemistry and Molecular Diagnosis of the Ministry of Education, State Key Laboratory of New Pharmaceutical Preparations and Excipients, College of Chemistry and Materials Science, Key Laboratory of Chemical Biology of Hebei Province (22567635H), Hebei Research Center of t
  • Yan Q; Key Laboratory of Medicinal Chemistry and Molecular Diagnosis of the Ministry of Education, State Key Laboratory of New Pharmaceutical Preparations and Excipients, College of Chemistry and Materials Science, Key Laboratory of Chemical Biology of Hebei Province (22567635H), Hebei Research Center of t
  • Chen J; Key Laboratory of Medicinal Chemistry and Molecular Diagnosis of the Ministry of Education, State Key Laboratory of New Pharmaceutical Preparations and Excipients, College of Chemistry and Materials Science, Key Laboratory of Chemical Biology of Hebei Province (22567635H), Hebei Research Center of t
  • Liu ZQ; Jiangsu Collaborative Innovation Center of Chinese Medicinal Resources Industrialization, College of Pharmacy, Nanjing University of Chinese Medicine, Nanjing, Jiangsu 210023, P. R. China.
  • Li QX; Department of Chemistry and Key Laboratory for Preparation and Application of Ordered Structural Materials of Guangdong Province, Shantou University, Shantou, Guangdong 515063, P. R. China.
  • Ni SF; Department of Chemistry and Key Laboratory for Preparation and Application of Ordered Structural Materials of Guangdong Province, Shantou University, Shantou, Guangdong 515063, P. R. China.
  • Li Z; Key Laboratory of Medicinal Chemistry and Molecular Diagnosis of the Ministry of Education, State Key Laboratory of New Pharmaceutical Preparations and Excipients, College of Chemistry and Materials Science, Key Laboratory of Chemical Biology of Hebei Province (22567635H), Hebei Research Center of t
Org Lett ; 26(15): 3069-3074, 2024 Apr 19.
Article in En | MEDLINE | ID: mdl-38557118
ABSTRACT
Free radical three-component nitration/spirocyclization of unsaturated sulfonamides/amides with tert-butyl nitrite was developed for the construction of diverse NO2-revised 4-azaspiro[4.5]decanes. This tandem system featured metal-free participation, simple operation, good selectivity/yields, and a green/low-cost O source. Meanwhile, one nitro-containing complex molecule and a scaled-up operation were performed well to test the synthetic potential of the cascade reaction. Isotopic labeling, radical inhibition experiments, and DFT analysis were carried out to gain insight into the reaction process.
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Full text: 1 Collection: 01-internacional Database: MEDLINE Language: En Journal: Org Lett Journal subject: BIOQUIMICA Year: 2024 Document type: Article
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Full text: 1 Collection: 01-internacional Database: MEDLINE Language: En Journal: Org Lett Journal subject: BIOQUIMICA Year: 2024 Document type: Article