One-Step Construction of 2-Methylquinazolin-4(3<i>H</i>)-ones Using Solid Calcium Carbide as an Alternative to Gaseous Acetylene
Botao Wang, Zhiqiang Wang, Xinjie You, Zheng Li, Jinhui Yang
Abstract
2-Methylquinazolin-4(3 H )-ones were efficiently constructed using solid calcium carbide as an alkyne source, 2-aminobenzamides or 2-aminobenzohydrazides as substrates, and p -tolylsulfonyl azide as a mediator through simultaneous formation of two C–N bonds in one step. The salient features of this protocol are the use of an inexpensive, abundant and easy-to-use alkyne source as a substitute for flammable and explosive gaseous acetylene, low-cost catalyst, wide substrate scope, satisfactory yield, and simple manipulation. This method can also be extended to gram scale.
Topics & Concepts
Calcium carbideAcetyleneAlkyneFlammable liquidExplosive materialSubstrate (aquarium)Yield (engineering)CarbideScope (computer science)Combinatorial chemistryChemistryMaterials scienceCatalysisOrganic chemistryComputer scienceMetallurgyGeologyProgramming languageOceanographyQuinazolinone synthesis and applicationsSynthesis and bioactivity of alkaloidsMulticomponent Synthesis of Heterocycles