Domino carbocationic rearrangements of α-[bis(methylthio)methylene]alkyl-2-(heteroaryl)cyclopropyl ketones |
| |
| Authors: | S Peruncheralathan H Ila H Junjappa |
| |
| Affiliation: | a Department of Chemistry, Indian Institute of Technology, Southern Lab, Kanpur 208016, India
b BioOrganics and Applied Materials Pvt. Ltd, # B-64/1, III Stage, Peenya Industrial Area, Peenya, Bangalore 560058, India |
| |
| Abstract: | Domino carbocationic rearrangements of α-[bis(methylthio)methylene]alkyl-2-(heteroaryl)cyclopropyl ketones (X=O, S, NMe) bearing five-membered heteroaryl group have been investigated. Although the cyclopropyl ketones (R1=H) gave similar products like their aryl counterparts under these conditions, the corresponding α-methylcyclopropyl ketones (R1=Me) yielded a variety of unexpected products depending on the nature of heteroaryl group in the substrate cyclopropyl ketones and the type of acid catalyst used. A probable mechanism for the formation of various products in these transformations has been proposed. |
| |
| Keywords: | Heteroarylcyclopropyl ketones Domino carbocationic rearrangement α-Oxoketene dithioacetals Cyclopentano[b]fused heterocycles |
| 本文献已被 ScienceDirect 等数据库收录！ |
|
