Free Amino Group-Directed γ-C(sp<sup>3</sup>)–H Arylation of α-Amino Esters with Diaryliodonium Triflates by Palladium Catalysis
作者:Pranab K. Pramanick、Zhibing Zhou、Zhen-Lin Hou、Bo Yao
DOI:10.1021/acs.joc.9b00605
日期:2019.5.3
Free amino group-directed C(sp3)–H functionalization of aliphatic amines is a fundamental challenge in synthetic organic chemistry. Also, the NH2-directed C(sp3)–H functionalization of α-amino acids and their derivatives remains barely explored. With palladium as the catalyst and Ag2O as the additive, we developed the first NH2-directed γ-C(sp3)–H arylation of α-amino esters with diaryliodonium triflates
脂肪胺的自由氨基定向的C(sp 3)–H官能化是合成有机化学中的一项基本挑战。而且,仍很少探索NH 2定向的α-氨基酸及其衍生物的C(sp 3)-H官能化。以钯为催化剂,Ag 2 O为添加剂,我们开发了第一个NH 2定向的α-氨基酯与二芳基碘鎓三氟甲磺酸酯的γ-C(sp 3)-H芳基化反应,用于合成有用的γ-芳基-α的构建-氨基酯,以及KIE研究的结果表明,催化反应涉及不可逆的C–H裂解,这是决定速率的步骤。