From Carboxytelomerization of 1,3-Butadiene to Linear α,ω-C<sub>10</sub>
-Diester Combinatoric Approaches for an Efficient Synthetic Route
作者:Dennis Vogelsang、Björn A. Raumann、Kevin Hares、Andreas J. Vorholt
DOI:10.1002/chem.201705381
日期:2018.2.9
Two novel reaction pathways were tested to synthesize the linear α,ω‐C10‐diester exclusively from three basic reagents: 1,3‐butadiene, carbon monoxide and methanol. Therefore, carboxytelomerization of 1,3‐butadiene and methanol was merged with methoxycarbonylation in two different ways to obtain highly linear C10‐diester. Through a palladium‐based and ‐assisted tandem catalytic system, 22 % yield of
两种新的反应途径进行了测试,以合成线性α,ω-C 10从三个基本试剂-diester专门:1,3-丁二烯,一氧化碳和甲醇。因此,将1,3-丁二烯和甲醇的羧基端聚化与甲氧基羰基化以两种不同的方式合并,以获得高度线性的C 10-二酯。通过基于钯的辅助串联催化体系,无需分离中间体即可获得所需C 10-二酯的22%收率。随后,发现了新型辅助串联催化概念的局限性,并在此基础上建立了两步反应体系。通过优化羧基端粒化,C 9可以以几乎定量的产率和优异的线性形成作为中间体的单酯。在第二步反应中,分离出的单酯通过甲氧羰基化成功转化为所需的线性C 10-二酯,总收率高达84%。