Issue 5, 2020

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

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

Supplementary files

Article information

Article type
Paper
Submitted
20 Nov 2019
Accepted
02 Jan 2020
First published
02 Jan 2020

Org. Biomol. Chem., 2020,18, 895-904

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, 18, 895 DOI: 10.1039/C9OB02498K

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