Radical Mediated Decarboxylation of Amino Acids via Photochemical Carbonyl Sulfide (COS) Elimination

被引：3
|
作者：
Benny, Alby [1 ]
Di Simo, Lorenzo [1 ,2 ]
Guazzelli, Lorenzo [2 ]
Scanlan, Eoin M. [1 ]
机构：
[1] Trinity Coll Dublin, Trinity Biomed Sci Inst, 152-160 Pearse St, Dublin D02 R590, Ireland
[2] Univ Pisa, Dept Pharm, Via Bonanno 33, I-56126 Pisa, Italy
来源：
MOLECULES | 2024年 / 29卷 / 07期
基金：
爱尔兰科学基金会;
关键词：
thioacid; decarboxylation; amino acid; radical; photochemistry; blue LED; flow; ACYL THIOL-ENE; PEPTIDES; LIGHT;
D O I：
10.3390/molecules29071465
中图分类号：
Q5 [生物化学]; Q7 [分子生物学];
学科分类号：
071010 ; 081704 ;
摘要：
Herein, we present the first examples of amino acid decarboxylation via photochemically activated carbonyl sulfide (COS) elimination of the corresponding thioacids. This method offers a mild approach for the decarboxylation of amino acids, furnishing N-alkyl amino derivatives. The methodology was compatible with amino acids displaying both polar and hydrophobic sidechains and was tolerant towards widely used amino acid-protecting groups. The compatibility of the reaction with continuous-flow conditions demonstrates the scalability of the process.
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页数：12
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