Abstract
A catalytic addition of amine N-H bonds to carbodiimides using aluminum chloride as a Lewis acid catalyst is developed. The reaction proceeds under mild conditions without solvent to afford a series of substituted guanidines in good to excellent yields using a wide range of amines as substrates. Evidence of the proposed mechanism is provided by in situ infrared spectroscopy.
Highlights
SPECIAL TOPICS: Aluminum chloride: A highly efficient catalyst for addition of amines to carbodiimides to synthesize substituted guanidines
Guanidines can serve as building blocks for many biologically relevant compounds [1] and are useful as catalysts in organic synthesis [2 7]
Secondary amines could not be applied in these reactions because a metalimido complex is the active species in the catalytic process
Summary
SPECIAL TOPICS: Aluminum chloride: A highly efficient catalyst for addition of amines to carbodiimides to synthesize substituted guanidines. A catalytic addition of amine N H bonds to carbodiimides using aluminum chloride as a Lewis acid catalyst is developed. The reaction proceeds under mild conditions without solvent to afford a series of substituted guanidines in good to excellent yields using a wide range of amines as substrates.
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