Lakshman Mahesh K, Vuram Prasanna K
Department of Chemistry , The City College of New York , 160 Convent Avenue , New York 10031 , USA . Email:
The Ph.D. Program in Chemistry , The Graduate Center of The City University of New York , New York 10016 , USA.
Chem Sci. 2017 Sep 1;8(9):5845-5888. doi: 10.1039/c7sc01045a. Epub 2017 Jun 30.
Cross-dehydrogenative coupling (CDC) is a process in which, typically, a C-C bond is formed at the expense of two C-H bonds, either catalyzed by metals or other organic compounds, or uncatalyzed processes. In this perspective, we present various modes of C-H bond-activation at sp centers adjacent to ether oxygen atoms, followed by C-C bond formation with aromatic systems as well as with heteroaromatic systems. C-N bond-formation with NH-containing heteroaromatics, leading to hemiaminal ethers, is also an event that can occur analogously to C-C bond formation, but at the expense of C-H and N-H bonds. A large variety of hemiaminal ether-forming reactions have recently appeared in the literature and this perspective also includes this complementary chemistry. In addition, the participation of C-H bonds in alcohols in such processes is also described. Facile access to a wide range of compounds can be attained through these processes, rendering such reactions useful for synthetic applications C bond activations.
交叉脱氢偶联（CDC）是一种通常以牺牲两个C-H键为代价形成C-C键的过程，该过程可由金属或其他有机化合物催化，也可以是无催化过程。从这个角度出发，我们展示了与醚氧原子相邻的sp中心处C-H键活化的各种模式，随后与芳香体系以及杂芳香体系形成C-C键。与含NH的杂芳烃形成C-N键，生成半胺基醚，这也是一个类似于C-C键形成的过程，但以牺牲C-H和N-H键为代价。最近文献中出现了各种各样的生成半胺基醚的反应，本文也涵盖了这种互补化学。此外，还描述了醇中的C-H键在此类过程中的参与情况。通过这些过程可以方便地获得多种化合物，使得此类反应对于合成应用中的C键活化很有用。
