Rapid assembly of cyclopentene spiroisoindolinones via a rhodium-catalysed redox-neutral cascade reaction. Issue 2 (9th November 2018)

• Record Type: Journal Article
• Authors: Yuan, Tingting; Pi, Chao; You, Chang; Cui, Xiuling; Du, Sidong; Wan, Ting; Wu, Yangjie
• Is Part Of: Chemical communications. Volume 55:Issue 2(2019)
• Page Start: 163
• Page End: 166
• Publication Date: 2018-11-09
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1039/c8cc08081j
• Languages: English
• ISSNs: 1359-7345

Abstract

Abstract : A rhodium-catalysed redox-neutral cascade reaction starting from benzamides and cyclopropenones for the rapid assembly of cyclopentene spiroisoindolinones has been developed. Abstract : An unprecedented strategy of a rhodium-catalysed redox-neutral cascade reaction starting from benzamides and cyclopropenones via addition of a C–H bond into a polar carbonyl group for the rapid assembly of cyclopentene spiroisoindolinones has been developed. Water was produced as the sole by-product. Metal migration and abstraction of a H-atom from the arylcyclopropenone's aromatic ring are the key steps in building the spirocycle. Two C–C bonds, one C–N bond and an N -substituted quaternary carbon center were formed sequentially in a one pot manner.