Cu(II)-catalyzed efficient construction of 1,3-naphthoxazines from 2-naphthols, amidines and N, N-dimethylethanolamine

Herein, we report a Cu(II)-catalyzed multi-component reaction for the facile synthesis of 1,3-naphthoxazines from amidines and ortho-quinone methides, which are in situ-generated from 2-naphthols and N, N-dimethylaminoethanol (DMEA). DMEA acts as a unique and efficient C1 synthon as well as reaction solvent. A variety of 1,3-naphthoxazines with diverse functional groups were provided in moderate to excellent yields.

Automated summary

Here, we report a Cu(II)-catalyzed multi-component reaction for the synthesis of 1,3-naphthoxazines from amidines and ortho-quinone methides. The substrates are generated in situ from 2-naphthols and N, N-dimethylaminoethanol (DMEA), with DMEA acting as a unique and efficient C1 synthon and reaction solvent. Various 1,3-naphthoxazines with diverse functional groups were obtained in moderate to excellent yields.