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Synthesis of Five-Membered Cyclic Guanidines via Cascade [3 + 2] Cycloaddition of α-Haloamides with Organo-cyanamides.
Wang, Chuan-Chuan; Qu, Ya-Li; Liu, Xue-Hua; Ma, Zhi-Wei; Yang, Bo; Liu, Zhi-Jing; Chen, Xiao-Pei; Chen, Ya-Jing.
Affiliation
  • Wang CC; Faculty of Science, Henan University of Animal Husbandry and Economy, No. 146 Yingcai Street, Zhengzhou 450044, Henan, China.
  • Qu YL; College of Chemistry, Zhengzhou University, 100 Science Avenue, Zhengzhou 450001, Henan, China.
  • Liu XH; School of Pharmaceutical Sciences, Zhengzhou University, 100 Science Avenue, Zhengzhou 450001, Henan, China.
  • Ma ZW; School of Pharmaceutical Sciences, Zhengzhou University, 100 Science Avenue, Zhengzhou 450001, Henan, China.
  • Yang B; Faculty of Science, Henan University of Animal Husbandry and Economy, No. 146 Yingcai Street, Zhengzhou 450044, Henan, China.
  • Liu ZJ; College of Chemistry, Zhengzhou University, 100 Science Avenue, Zhengzhou 450001, Henan, China.
  • Chen XP; Faculty of Science, Henan University of Animal Husbandry and Economy, No. 146 Yingcai Street, Zhengzhou 450044, Henan, China.
  • Chen YJ; Faculty of Science, Henan University of Animal Husbandry and Economy, No. 146 Yingcai Street, Zhengzhou 450044, Henan, China.
J Org Chem ; 86(4): 3546-3554, 2021 02 19.
Article in En | MEDLINE | ID: mdl-33538590
ABSTRACT
The convenient preparation of N2-unprotected five-membered cyclic guanidines was achieved through a cascade [3 + 2] cycloaddition between organo-cyanamides and α-haloamides under mild conditions in good to excellent yields (up to 99%). The corresponding cyclic guanidines could be easily transformed into hydantoins via hydrolysis.
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Full text: 1 Collection: 01-internacional Database: MEDLINE Main subject: Cyanamide / Guanidines Language: En Journal: J Org Chem Year: 2021 Document type: Article Affiliation country: China
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Full text: 1 Collection: 01-internacional Database: MEDLINE Main subject: Cyanamide / Guanidines Language: En Journal: J Org Chem Year: 2021 Document type: Article Affiliation country: China