Simple inorganic base promoted polycyclic construction using mucohalic acid as a C3 synthon: synthesis and AIE probe application of benzo[4,5]imidazo[1,2-a]pyridines?

Organic Chemistry Frontiers Pub Date: 2022-01-13 DOI: 10.1039/D1QO01753E

Abstract

A transition metal-free and efficient synthesis of fused azapolycycles via a multicomponent reaction has been developed using mucohalic acid as a C3 synthon. The reaction promoted by the simple inorganic base K2CO3 gives serial C1-functionalized benzo[4,5]imidazo[1,2-a]pyridine products using symmetrical and unsymmetrical substrates with satisfactory yields. What is more, the target compound 4a as a representative example exhibits the aggregation-induced emission (AIE) property, and its AIE performance can be applied to effectively sense picric acid (PA) with a detection limit and quenching constant of 1.15 × 10–7 M and 3.39 × 104 M?1, respectively.

Graphical abstract: Simple inorganic base promoted polycyclic construction using mucohalic acid as a C3 synthon: synthesis and AIE probe application of benzo[4,5]imidazo[1,2-a]pyridines
Recommended Literature