当前位置: X-MOL 学术Synlett › 论文详情
Our official English website, www.x-mol.net, welcomes your feedback! (Note: you will need to create a separate account there.)
A High-Throughput Approach to Discovery: Heck-Type Reactivity with Aldehydes
Synlett ( IF 2 ) Pub Date : 2018-06-12 , DOI: 10.1055/s-0037-1610161
Stephen Newman , Jaya Vandavasi

The classical Heck reaction is among the most powerful methods available for the construction of C–C bonds. Modification of this transformation to utilize diverse organohalide coupling partners has resulted in new reactions such as the silyl-Heck, aza-Heck, and boryl-Heck reactions. In contrast, modification of the olefin coupling partner is rare. For instance, use of the π-bond of an aldehyde instead of an alkene would provide ketones via a carbonyl-Heck process. This seemingly minor manipulation of the Heck reaction has proven surprisingly difficult to realize in practice. Through the use of high-throughput ­experimentation techniques, an efficient catalyst system for this transformation was identified, enabling the intermolecular coupling of ­organotriflates and aldehydes to synthesize diverse ketones.

中文翻译:

发现的高通量方法:与醛的 Heck 型反应

经典的 Heck 反应是可用于构建 C-C 键的最强大的方法之一。对这种转化进行修饰以利用不同的有机卤化物偶联伙伴导致了新的反应,例如甲硅烷基-Heck、氮杂-Heck 和硼基-Heck 反应。相比之下,烯烃偶联伙伴的改性很少见。例如,使用醛的 π 键代替烯烃将通过羰基-Heck 过程提供酮。事实证明,这种对 Heck 反应看似微不足道的操作在实践中很难实现。通过使用高通量实验技术,确定了用于这种转化的有效催化剂体系,使有机三氟甲磺酸酯和醛的分子间偶联能够合成各种酮。
更新日期:2018-06-12
down
wechat
bug