Construction of Diverse N-Heterocycles by Formal (3+3) Cycloaddition of Naphthol/Thionaphthol/Naphthylamine and 1,3,5-Triazinanes

作者：Liu, Xiang; Wang, Yuhan; Zheng, Huitao; Huang, Junyan; Su, Zhengquan; Zhao, Limin^*; Cao, Hua^*

来源：Journal of Organic Chemistry, 2023, 88(1): 75-85.

DOI：10.1021/acs.joc.2c01822

• DIHYDRO-1,3-OXAZINE DERIVATIVES
• CATALYST
• IMINES
• AMINES

Here, we report a facile and metal-free method for the construction of dihydrooxazine derivatives via a formal (3 + 3) annulation reaction of naphthols and 1,3,5-triazinanes. The 1,3,5-triazinanes were utilized as a formal three-atom synthon (C-N-C) for cycloaddition. In addition, dihydrothiazine and tetrahydrobenzoquinazoline derivatives could also be produced in good yields by this strategy under catalyst-free and additive-free conditions.

• 单位
  广东药学院