Sulfonamides as Amine Component in the Petasis-Borono Mannich Reaction: A Concise Synthesis of α-Aryl- and α-Alkenylglycine Derivatives

Sulfonamides as Amine Component in the Petasis-Borono Mannich Reaction: A Concise Synthesis of α-Aryl- and α-Alkenylglycine Derivatives
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DOI:
10.1055/s-0037-1610440
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发表时间:
2018-10-01
影响因子:
2.6
通讯作者:
Manolikakes, Georg
Manolikakes, Georg
中科院分区:
化学4区
文献类型:
--
作者:
Diehl, Andreas M.;Ouadoudi, Omar;Manolikakes, Georg

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描述了从乙醛酸、磺胺和芳基硼酸或烯基硼酸开始的无催化剂三组分合成α -芳基和α -烯基甘氨酸衍生物。这种操作简单的方法适用于广泛的官能团,并能够生成广泛的α -氨基酸。在经典的Petasis反应中首次使用了磺胺类化合物作为胺类成分。
A catalyst-free three-component synthesis of alpha-aryl- and alpha-alkenylglycine derivatives starting from glyoxylic acid, sulfonamides, and aryl- or alkenylboronic acids is described. This operationally simple method tolerates a broad range of functional groups and enables the generation of a wide array of alpha-amino acids. Sulfonamides were utilized as amine component in the classic Petasis reaction for the first time.