An unprecedented Et Zn-mediated gem-dicarboxylation of C─C/C─H single bond of cyclopropanols with CO is disclosed, which provides a straightforward and efficient methodology for the synthesis of a variety of structurally diverse and useful malonic acids in moderate to excellent yields. The protocol features mild reaction conditions, excellent functional group compatibility, broad substrate scope, and facile derivatization of the products. DFT calculations confirm that the transition-metal-free transformation proceeds through a novel ring-opening/α-functionalization/ring-closing/ring-opening/β-functionalization (ROFCOF) process, and 1,8-diazabicyclo[5.
View Article and Find Full Text PDFPhotocatalytic conversion of carbon dioxide (CO) into value-added chemicals is of great significance from the viewpoint of green chemistry and sustainable development. Here, we report a stereodivergent synthesis of β-iodoenol carbamates through a photocatalytic three-component coupling of ethynylbenziodoxolones, CO and amines. By choosing appropriate photocatalysts, both - and -isomers of β-iodoenol carbamates, which are difficult to prepare using existing methods, can be obtained stereoselectively.
View Article and Find Full Text PDF