4 years ago

Synthesis of Substituted Quinazolin-4(3H)-imines From Aryldiazonium Salts, Nitriles and 2-Cyanoanilines via A Metal-Free Tandem Approach

Synthesis of Substituted Quinazolin-4(3H)-imines From Aryldiazonium Salts, Nitriles and 2-Cyanoanilines via A Metal-Free Tandem Approach
Shie-Ming Peng, Mani Ramanathan, Yi-Hung Liu, Shiuh-Tzung Liu
A transition metal-free synthesis of multisubstituted quinazolin-4(3H)-imines has been realized by the direct reaction of aryldiazonium salts, nitriles, and 2-cyanoanilines in a one-pot fashion. This strategy utilizes the in situ formation of reactive N-arylnitrilium intermediate, which undergoes further tandem cyclization with consecutive formation of N–C bonds. Broad functional group compatibility, mild conditions, shorter time, and operational simplicity are the notable features of this report.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b02822

DOI: 10.1021/acs.orglett.7b02822

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