An economically and environmentally sustainable synthesis of 2-aminobenzothiazoles and 2-aminobenzoxazoles promoted by water

作者：Zhang, Xinying^*; Jia, Xuefei; Wang, Jianji; Fan, Xuesen

来源：Green Chemistry, 2011, 13(2): 413-418.

DOI：10.1039/c0gc00418a

• SUBSTITUTED PROPARGYLIC ALCOHOLS
• ONE-STEP SYNTHESIS
• AQUEOUS-MEDIA
• ANTICONVULSANT ACTIVITY
• HETEROCYCLIC-COMPOUNDS
• EFFICIENT SYNTHESIS
• HYDROPHOBIC DOMAIN
• ORGANIC-REACTIONS
• DERIVATIVES
• ANTAGONISTS

Tandem reactions of isothiocyanates (1) with 2-aminothiophenols (2), or isothiocyanates (1) with 2-aminophenols (4), were carried out rapidly and efficiently in water. A significant rate acceleration of the reaction between 1a and 2a in water compared with commonly used volatile organic solvents was observed. Through these reactions, a variety of structurally and pharmaceutically interesting 2-aminobenzothiazoles (3) and 2-aminobenzoxazoles (5) were synthesized in good yields. This novel synthetic approach toward 3 and 5 has advantages such as high efficiency, readily available starting materials, environmentally benign solvent, and highly simple and practical experimental procedures.

• 出版日期2011
• 单位河南师范大学