Reduction of carbonyl groups to the corresponding methylenes with Ni–Al alloy in water

Abstract

The reduction of carbonyl compounds 1a-h using Ni-Al alloy in water under reflux proceeded to give the corresponding methylene compounds 2a-h within 2 h in 89.0-99.8% relative yields.

New Method for the Reduction of Benzophenones with Raney Ni‐Al Alloy in Water

“…Many of the known procedures for these molecules rely on a cyclization as the crucial step of the sequence. [7] Here, it must be noted that K. Ishimoto et al [8] have reported that aromatic ketones and aldehydes can be reduced to the corresponding cyclohexane derivatives with Raney Ni-Al alloy in water, although a large amount of alloy was employed in their studies.…”

Reduction of carbonyl compounds by Raney Ni–Al alloy and Al powder in the presence of noble metal catalysts in water

“…Among them, a Ni-Al alloy in water was found as a good agent to reduce the aromatic ketones and aldehydes to the corresponding cyclohexane derivatives, but a large amount of alloy was employed in these studies [16]. Next, the reduction of acetophenones was performed by using Ni-Al Raney Ni-Al alloy was found to be capable of reducing benzophenones to the corresponding diphenylmethanes (2) in water in good to excellent yields within 3 h at 60 8C in a sealed tube.…”

Iridium‐Catalysed Reductive Deoxygenation of Ketones with Formic Acid as Traceless Hydride Donor

“…The complementary two step carbonyl thioketalization with thiols and thioketal desulfurization with Raney-nickel (Mozingo reaction) under neutral conditions show good functional group tolerance but less satisfactory step-and atom economy. [3] Other stoichiometric reagents [1d,e] that directly convert aromatic ketones or aldehydes to the corresponding hydrocarbons include boranes, [4] borohydrides, [5] LiAlH 4 À AlCl 3 , [6] HI-red P, [7] NiÀ Al alloy, [8] P(OiPr) 3 , [9] SeÀ COÀ H 2 O, [10] Raney Ni, [11] and (i-BuClAl) 2 O. [12] To preclude hazardous reductants and reduce organic by-products, homogeneously or heterogeneously catalytic hydrogenations with high-pressure hydrogen gas (up to 60 bar) are developed.…”