Literature DB >> 35285069

Lipase-catalyzed hydrazine insertion for the synthesis of N'-alkyl benzohydrazides.

Yue Yu1, Fengxi Li1, Jiapeng Li1, Xin Zheng1, Haochen Tian1, Zulpiya Mahmut1, Yanan Du1, Yuyin Dai2, Lei Wang1.   

Abstract

N'-alkyl benzohydrazides are classic organic compounds that have been widely utilized in organic chemistry. In this study, an efficient method was developed for the synthesis of N'-alkyl benzohydrazides by hydrazine insertion catalyzed by lipase. Under the optimal conditions (Morita-Baylis-Hillman ketone [1 mmol], phenylhydrazine [1.3 mmol], N,N-dimethylformamide [2 ml], lipase [20 mg], room temperature, 12 h), satisfactory yields (71-97%) and substrate tolerance were obtained when porcine pancreatic lipase was used as biocatalyst. These findings imply the great potential for the lipase-catalyzed synthesis of N'-alkyl benzohydrazides and extend the utilization of lipase in organic chemistry.
© 2022 International Union of Biochemistry and Molecular Biology, Inc.

Entities:  

Keywords:  benzohydrazide; hydrazine insertion; lipase; promiscuity

Year:  2022        PMID: 35285069     DOI: 10.1002/bab.2335

Source DB:  PubMed          Journal:  Biotechnol Appl Biochem        ISSN: 0885-4513            Impact factor:   2.431


  1 in total

1.  Promiscuous Lipase-Catalyzed Knoevenagel-Phospha-Michael Reaction for the Synthesis of Antimicrobial β-Phosphono Malonates.

Authors:  Jan Samsonowicz-Górski; Dominik Koszelewski; Paweł Kowalczyk; Paweł Śmigielski; Anastasiia Hrunyk; Karol Kramkowski; Aleksandra Wypych; Mateusz Szymczak; Rafał Lizut; Ryszard Ostaszewski
Journal:  Int J Mol Sci       Date:  2022-08-08       Impact factor: 6.208

  1 in total

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