cx,p-Unsaturated nitroalkenes were synthesized in 54-99% yields by sonication of a chloroform solution containing the corresponding alkenes, NaN02 (10 equiv.), Ce(NH4)2(N03)6 (2.0 equiv.), and acetic acid (12 equiv.) in a sealed tube at 25-73 "C.
An efficient method was developed for synthesis of a new class of compounds, 1-nitro-3organosilyl-1-propenes. Sonication of a chloroform solution containing allylsilanes with various organosilyl groups, NaNO 2 (10 equiv), Ce(NH 4 ) 2 (NO 3 ) 6 (2.0 equiv), and acetic acid (12 equiv) in a sealed tube at 600 W and 25-55 °C afforded 1-nitro-3-organosilyl-1-propenes in 51-86% yields. By the same method at 25-73 °C, various olefins, styrene, benzofuran, and indene were converted to the corresponding R,β-unsaturated nitro olefins in 54-99% yields. Advantages associated with this new nitration method include mild conditions, high regioselectivity, good to excellent yields, and a short period of reaction time.* Honored as "The Outstanding Young Persons of the World for 1994" in the category of Scientific and Technological Development.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.