Application of Vitreoscilla Hemoglobin as a Green and Efficient Biocatalyst for the Synthesis of Benzoxazoles in Water

Author:

Xu Yaning1,Zhao Nan1,Li Fengxi1,Wang Chunyu2,Xie Hanqing1,Wu Junhao1,Cheng Lei1,Wang Lei1ORCID,Wang Zhi1

Affiliation:

1. Key Laboratory of Molecular Enzymology and Engineering of Ministry of Education College of Life Sciences Jilin University Changchun 130023 P. R. China

2. State Key Laboratory of Supramolecular Structure and Materials Jilin University Changchun 130023 P. R. China

Abstract

AbstractWe report an efficient and eco‐friendly method for the Vitreoscilla hemoglobin (VHb)‐catalyzed synthesis of benzoxazoles in water at room temperature. tert‐Butyl hydroperoxide and 2,2,6,6‐tetramethyl‐1‐piperidinyloxy were used as oxidant and radical scavenger, respectively. A total of 27 functionally diverse benzoxazoles were prepared in moderate to high yields (62 %‐94 %) by the annulation reaction of phenols with amines in the presence of VHb in 1 h. Thus, this method is highly viable for practical applications. This work broadens the application of hemoglobin to organic synthesis.

Funder

Natural Science Foundation of Jilin Province

Publisher

Wiley

Subject

Organic Chemistry,Molecular Biology,Molecular Medicine,Biochemistry

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