Synthesis of Diaryl Ketones through Oxidative Cleavage of the C–C Double Bonds in <i>N</i>-Sulfonyl Enamides
作者:Hyunseok Kim、Sangjune Park、Yonghyeon Baek、Kyusik Um、Gi Uk Han、Da-Hye Jeon、Sang Hoon Han、Phil Ho Lee
DOI:10.1021/acs.joc.7b03068
日期:2018.4.6
of a C–C double bond is developed from the photochemical [2+2]-cycloaddition of diaryl N-tosyl enamides, aryl heteroaryl N-tosyl enamides, and N-tosyl cyclic enamides with singlet molecular oxygen, followed by a ring-opening reaction mediated by Cs2CO3 under air and sunlight without the use of photosesitizer, producing symmetrical and unsymmetrical diaryl, heterodiaryl, and cyclic ketones in good to
一个C-C双键的氧化裂解从光化学开发[2 + 2]的二芳基-环的Ñ -tosyl烯酰胺,芳基杂芳基Ñ -tosyl烯酰胺,和Ñ -tosyl环状烯酰胺与单线态分子氧,接着是Cs 2 CO 3介导的开环反应在空气和日光下,不使用光敏剂,可以产生对称和不对称的二芳基,杂二芳基和环状酮,收率高至优异。此外,从铜炔催化的[3 + 2]-环加成,Rh催化的烷氧基化,光氧合和开环反应中合成了对称和不对称的酮,证明了1-炔烃中C-C三键的氧化裂解。一锅。因为带有给电子基团的对称和不对称的二芳基和/或杂二芳基酮的合成不容易,所以本方法是值得注意的。