Abstract

The reaction of 3-mercaptopropylsilica (MPS) and chlorosulfonic acid in chloroform afforded silica bonded S-sulfonic acid (SBSSA), which was used as a catalyst for the room temperature synthesis of quinoxaline derivatives from 1,2-diamino compounds and 1,2-dicarbonyl compounds. The catalyst could be recycled and reused several times without any loss of efficiency.

Highlights

  • In recent years, the search for environmentally benign chemical processes or methodologies has received much attention, and the development of heterogeneous catalysts for fine chemical synthesis has become a major area of research

  • Despite the attractiveness of these reagents, to the best of our knowledge, there is no report on the application of these catalysts in quinoxaline synthesis

  • Synthesis of quinoxaline derivatives catalyzed by silica bonded S-sulfonic acid

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Summary

Introduction

The search for environmentally benign chemical processes or methodologies has received much attention, and the development of heterogeneous catalysts for fine chemical synthesis has become a major area of research. Following the line of our studies on the design and application of solid catalysts in chemical transformations [12,13,14,15,16], we wish to describe the preparation of silica bonded S-sulfonic acid (SBSSA) as illustrated in Scheme 1, which was used as catalyst for the synthesis of quinoxaline derivatives. In connection with our studies on the preparation and applications of solid acids in organic transformations [12,13,14,15,16], we were interested in finding a simple and efficient method for the synthesis of quinoxaline derivatives under mild conditions using silica bonded S-sulfonic acid (SBSSA) as a catalyst (Scheme 2). Synthesis of quinoxaline derivatives catalyzed by silica bonded S-sulfonic acid

Results and Discussion
General
Catalyst Preparation
General procedure for the synthesis of quinoxalines
Conclusions

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