18150-81-7

Upstream product

• 3585-81-7 (E)-2-tert-butyl-3-phenyloxaziridine 
• 591-51-5 phenyllithium 
• 6852-58-0 N-benzylidene tert-butylamine 
• 119-61-9 benzophenone 
• 75-64-9 tert-butylamine 
• 100-52-7 benzaldehyde 
• 27126-13-2 N-tert-butyl-1,1-diphenylmethanimine 

Relevant academic research and scientific papers

Unprecedented Nucleophilic Additions of Highly Polar Organometallic Compounds to Imines and Nitriles Using Water as a Non-Innocent Reaction Medium

In contrast to classic methods carried out under inert atmospheres with dry volatile organic solvents and often low temperatures, the addition of highly polar organometallic compounds to non-activated imines and nitriles proceeds quickly, efficiently, and chemoselectively with a broad range of substrates at room temperature and under air with water as the only reaction medium. Secondary amines and tertiary carbinamines are furnished in yields of up to and over 99 %. The significant solvent D/H isotope effect observed for the on-water nucleophilic additions of organolithium compounds to imines suggests that the on-water catalysis arises from proton transfer across the organic–water interface. The strong intermolecular hydrogen bonds between water molecules may play a key role in disfavoring protonolysis, which occurs extensively in other protic media such as methanol. This work lays the foundation for reshaping many fundamental s-block metal-mediated organic transformations in water.

Exploiting Deep Eutectic Solvents and Organolithium Reagent Partnerships: Chemoselective Ultrafast Addition to Imines and Quinolines Under Aerobic Ambient Temperature Conditions

Shattering the long-held dogma that organolithium chemistry needs to be performed under inert atmospheres in toxic organic solvents, chemoselective addition of organolithium reagents to non-activated imines and quinolines has been accomplished in green, b

Radical amination with trimethylstannylated benzophenone imine

Figure presented Intermolecular radical amination reactions of various primary, secondary, and tertiary alkyl radicals by using trimethylstannylated benzophenone imine A as a novel radical acceptor to provide imines of type B are described. These imines are readily reduced with NaBH4 to the corresponding secondary amines C. The novel radical amination can be combined with typical radical cyclization reactions.

Lewis acid-catalyzed hydrogenation: B(C6F5) 3-mediated reduction of imines and nitriles with H2

The Lewis acid B(C6F5)3 has been found to be an efficient catalyst for the direct hydrogenation of imines and the reductive ring-opening of aziridines with H2 under mild conditions; addition of a bulky phosphine allows for the reduction of protected nitriles. The Royal Society of Chemistry.

HYDROGEN SPLITTING COMPOSITION

A compound having the formula (I) where each of R1, R2, R3 and R4 is independently C6-C18 aryl-, C5-C8 cycloalkyl-, C6-C18 aryl having at least one C1-C20 alkyl substituent, C5-C8 cycloalkyl having at least one C1-C20 alkyl sυbstituent, C4-C20 branched alkyl-, C16-C20 linear alkyl-, RO-, -NRR', -PRR', -SR, fluoro substituted forms thereof, and perfluoro forms thereof: and R5 is C6-C18 aryl-, C5-C8 cycloalkyl-, C6-C18 aryl having at least one C1-C20 alkyl substituent, C5-C8 cycloalkyl having at least one C1-C20 alkyl substituent, C3-C20 branched alkyl-, C2-C30 linear alkyl-, fluoro substituted forms thereof, and perfluoro forms thereof; where R and R' are each independently C6-C18 aryl-, C5-C8 cycloalkyl-, C6-C18 aryl having at least one C1-C20 alkyl substituent, C5-C8 cycloalkyl having at least one C1-C20 alkyl substituent, C4-C20 branched alkyl-, C2-C30 linear alkyl-, fluoro substituted forms thereof, and perfluoro forms thereof; A is N, P, S, or O with the proviso that when A is S, R2 is a nullitv; and M is B, Al, Ga or In.

A convenient synthesis of hindered amines and α-trifluoromethylamines from ketones

Ketones and α-trifluoromethylketones were converted to primary, secondary, and tertiary amines in good to excellent yields by a reductive amination procedure utilizing TiCl4/NaCNBH3. The method provides the first direct route to α-trifluoromethylamines from ketones, and access to hindered amines from ketones which are unobtainable by Borch reductive amination.

Sterically Hindered Lithium Dialkylamides; A Novel Synthesis of Lithium Dialkylamides from N-t-Alkyl-N-benzylideneamines and the Isolation of Highly Hindered s-Alkyl-t-alkylamines

The convenient synthesis of lithium amides from imines 1 and organolithium reagents, and the isolation of the related highly hindered dialkylamines 3 are described.