Synthesis of Unsymmetrical Urea Derivatives via Cu-Catalyzed Reaction of Acylazide and Secondary Amine

Jivan Shinde; Prakash Bhimrao Patil; Veerababurao Kavala; Ching Fa Yao

doi:10.1002/cbdv.202200346

Synthesis of Unsymmetrical Urea Derivatives via Cu-Catalyzed Reaction of Acylazide and Secondary Amine

Jivan Shinde, Prakash Bhimrao Patil, Veerababurao Kavala, Ching Fa Yao^*

^*Corresponding author for this work

Department of Chemistry

Research output: Contribution to journal › Article › peer-review

1 Citation (Scopus)

Abstract

The synthesis of unsymmetrical urea generally requires toxic reagent, solvent and harsh reaction condition. Herein, we introduce Cu-catalyzed greener and safer unsymmetrical urea derivatives synthesis in ethyl acetate. This method minimized utilization of toxic reagent. A variety of indole, amines, and azides with bis-indole successfully employed leading to high yields and gram scale synthesis of isolated urea.

Original language	English
Article number	e202200346
Journal	Chemistry and Biodiversity
Volume	19
Issue number	8
DOIs	https://doi.org/10.1002/cbdv.202200346
Publication status	Published - 2022 Aug

Keywords

Curtius rearrangement
copper catalyst
green solvent
unsymmetrical urea

ASJC Scopus subject areas

Bioengineering
Biochemistry
General Chemistry
Molecular Medicine
Molecular Biology

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10.1002/cbdv.202200346

Cite this

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title = "Synthesis of Unsymmetrical Urea Derivatives via Cu-Catalyzed Reaction of Acylazide and Secondary Amine",

abstract = "The synthesis of unsymmetrical urea generally requires toxic reagent, solvent and harsh reaction condition. Herein, we introduce Cu-catalyzed greener and safer unsymmetrical urea derivatives synthesis in ethyl acetate. This method minimized utilization of toxic reagent. A variety of indole, amines, and azides with bis-indole successfully employed leading to high yields and gram scale synthesis of isolated urea.",

keywords = "Curtius rearrangement, copper catalyst, green solvent, unsymmetrical urea",

author = "Jivan Shinde and {Bhimrao Patil}, Prakash and Veerababurao Kavala and Yao, {Ching Fa}",

note = "Publisher Copyright: {\textcopyright} 2022 Wiley-VHCA AG, Zurich, Switzerland.",

year = "2022",

month = aug,

doi = "10.1002/cbdv.202200346",

language = "English",

volume = "19",

journal = "Chemistry and Biodiversity",

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AU - Shinde, Jivan

AU - Bhimrao Patil, Prakash

AU - Kavala, Veerababurao

AU - Yao, Ching Fa

PY - 2022/8

Y1 - 2022/8

N2 - The synthesis of unsymmetrical urea generally requires toxic reagent, solvent and harsh reaction condition. Herein, we introduce Cu-catalyzed greener and safer unsymmetrical urea derivatives synthesis in ethyl acetate. This method minimized utilization of toxic reagent. A variety of indole, amines, and azides with bis-indole successfully employed leading to high yields and gram scale synthesis of isolated urea.

AB - The synthesis of unsymmetrical urea generally requires toxic reagent, solvent and harsh reaction condition. Herein, we introduce Cu-catalyzed greener and safer unsymmetrical urea derivatives synthesis in ethyl acetate. This method minimized utilization of toxic reagent. A variety of indole, amines, and azides with bis-indole successfully employed leading to high yields and gram scale synthesis of isolated urea.

KW - Curtius rearrangement

KW - copper catalyst

KW - green solvent

KW - unsymmetrical urea

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SN - 1612-1872

VL - 19

JO - Chemistry and Biodiversity

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IS - 8

M1 - e202200346

ER -

Synthesis of Unsymmetrical Urea Derivatives via Cu-Catalyzed Reaction of Acylazide and Secondary Amine

Abstract

Keywords

ASJC Scopus subject areas

Access to Document

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CCDC 2151818: Experimental Crystal Structure Determination

CCDC 2152492: Experimental Crystal Structure Determination

CCDC 2152494: Experimental Crystal Structure Determination

Cite this

Synthesis of Unsymmetrical Urea Derivatives via Cu-Catalyzed Reaction of Acylazide and Secondary Amine

Abstract

Keywords

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Datasets

CCDC 2151818: Experimental Crystal Structure Determination

CCDC 2152492: Experimental Crystal Structure Determination

CCDC 2152494: Experimental Crystal Structure Determination

Cite this