I2/CuCl2-Copromoted Formal [4+1+1] Cyclization of Methyl Ketones, 2-Aminobenzonitriles, and Ammonium Acetate: Direct Access to 2-Acyl-4-aminoquinazolines

We herein report an I-2/CuCl2-copromoted diamination of C(sp(3))-H bonds for the preparation of 2-acyl-4-aminoquinazolines from methyl ketones, 2-aminobenzonitriles, and ammonium acetate. This reaction features operational simplicity, commercially available substrates, mild reaction conditions, and good functional group compatibility. Mechanistic studies indicate that CuCl2 plays a pivotal role in this transformation. This study uses a methyl group as a novel input to construct 2-acyl-4-aminoquinazoline derivatives for the first time.

Automated summary

In this report, an I-2/CuCl2-copromoted diamination of C(sp(3))-H bonds has been developed for the preparation of 2-acyl-4-aminoquinazolines. The reaction shows operational simplicity, mild conditions, commercially available substrates, and good functional group compatibility. Mechanistic studies suggest that CuCl2 plays a key role in this transformation, and the use of a methyl group as an input to construct 2-acyl-4-aminoquinazoline derivatives is reported for the first time.