[3+3] Cycloadditions of Azomethine Ylides with Nitrile Imines for the Synthesis of 2, 3, 4, 5‐Tetrahydro‐1, 2, 4‐Triazine‐5‐Carboxylates. Issue 35 (15th September 2022)

• Record Type: Journal Article
• Authors: Gao, Limei M.; Wang, Xiaomeng M.; Wei, Qinglang L.; Su, Kexin X.; Huang, Renhong H.; Guo, Ju; Zheng, Yongsheng S.; Liu, Jikai K.
• Is Part Of: European journal of organic chemistry. Volume 2022:Issue 35(2022)
• Page Start: n/a
• Page End: n/a
• Publication Date: 2022-09-15
• Subjects: Azomethine ylide -- [3+3] Cycloaddition -- Nitrile imine -- 1, 2, 4-Trazine -- Unnatural amino acid; Chemistry, Organic -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1002/ejoc.202200768
• Languages: English
• ISSNs: 1434-193X

Abstract

Abstract: An unprecedented and efficient [3+3] cycloaddition of azomethine ylides with nitrile imines has been achieved. A series of 2, 3, 4, 5‐tetrahydro‐1, 2, 4‐triazine‐5‐carboxylates were obtained in moderate to excellent yields. Notable features of this reaction include readily accessible reagents, broad substrate scope (34 examples), mild reaction conditions and operational simplicity. Abstract : [3+3] cycloaddition of azomethine ylides with nitrile imines was established to access unnatural cyclic amino acids containing 1, 2, 4‐triazines. A series of 2, 3, 4, 5‐tetrahydro‐1, 2, 4‐triazine‐5‐carboxylates were obtained in moderate to excellent yields under mild reaction conditions.