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Fluorinated alcohol mediated N,N′-dialkylation of amino acid derivatives via cascade [1,5]-hydride transfer/cyclization for concise synthesis of tetrahydroquinazoline

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Abstract

Structurally diverse amino acids and their ester derivatives were conveniently N,N′-dialkylated via a TFE-promoted cascade condensation/[1,5]-hydride transfer/cyclization for straightforward construction of pharmeutically significant tetrahydroquinazolines incorporating various amino acids, which featured broad substrate scope, the use of TFE as a sole solvent, additive-free and mild conditions.

Graphical abstract: Fluorinated alcohol mediated N,N′-dialkylation of amino acid derivatives via cascade [1,5]-hydride transfer/cyclization for concise synthesis of tetrahydroquinazoline

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Article information


Submitted
20 Nov 2019
Accepted
02 Jan 2020
First published
02 Jan 2020

Org. Biomol. Chem., 2020, Advance Article
Article type
Paper

Fluorinated alcohol mediated N,N′-dialkylation of amino acid derivatives via cascade [1,5]-hydride transfer/cyclization for concise synthesis of tetrahydroquinazoline

H. Shi, L. Xu, D. Ren, L. Wang, W. Guo and S. Li, Org. Biomol. Chem., 2020, Advance Article , DOI: 10.1039/C9OB02498K

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