Poly-(N,N′-dibromo-N-ethyl-benzene-1,3-disulfonamide) and N,N,N′,N′- Tetrabromobenzene-1,3-disulfonamide as Highly Efficient Catalysts, and (AC₂O/SIO₂) as a Heterogeneous System for the Acetylation of Alcohols, Amines, and Thiols Under Microwave Irradiation

Abstract

Poly-(N,N′-dibromo-N-ethyl-benzene-1,3-disulfonamide) (PBBS) and N,N,N′,N′-tetrabromobenzene-1,3-disulfonamide (TBBDA) are good activators and catalytic reagents for the acetylation of alcohols, amines, and thiols. The presented method has the advantages of mild conditions, chemoselectivity, and good to high yields, and uses noncorrosive, inexpensive, recyclable, and environmentally friendly catalysts. We have also demonstrated that combining SiO₂ with microwave energy provides an efficient, fast, convenient, and easy workup procedure for the synthesis of mono- and disubstituted acetates, acetamides, and thioacetamides.

GRAPHICAL ABSTRACT

Keywords:

• Acetylation
• microwave irradiation
• PBBS
• room temperature
• TBBDA

Notes

^aThe conversion was detected by TLC and NMR spectroscopy.

^bThe conversion was complied with TBBDA.

^cThe conversion was complied with PBBS.