Synthesis of various cyclopropyl methyl bromide and its derivatives from ketones and/or aldehydes and some β-dicarbonyl compounds in the presence of BrCN and Et3N

The ultimate goal in this paper has been developed for the synthesis of structurally various bromomethyl cyclopropane via an α-bromoketone and/or aldehydes with ethyl cyanoacetate or malononitrile and cyanogen bromide (BrCN) in the presence of Et3N to give products in excellent yields within about 3 s. The α-bromination of carbonyl compounds is an important transformation in organic synthesis chemistry. 1–2 There are several routes for the synthesis of cyclopropane ring frame in organic compounds, such as cyclopropanation of an aldehyde in the presence of BrCN and Et3N with β-dicarbonyl compound as malononitrile,3 ethyl cyanoacetate.4

Keywords:

Ethyl cyanoacetate , One-pot reaction , 3-Alkyl-3-(bromomethyl)-1 , 2 dipropionylcyclopropane- 1 , 2-dicarbonitrile , Cyanogen bromide , Photochemical , Bromonium ion.