89588-35-2Relevant academic research and scientific papers
Sequential Reduction of Nitroalkanes Mediated by CS2 and Amidine/Guanidine Bases: A Controllable Nef Reaction
Ju, Minsoo,Guan, Weiyang,Schomaker, Jennifer M.,Harper, Kaid C.
supporting information, p. 8893 - 8898 (2019/11/11)
In this letter, we describe a mild, functional group-tolerant reductive Nef reaction that utilizes CS2 and an amidine or guanidine base to sequentially cleave N-O bonds. These conditions transform secondary nitroalkanes to ketones via an isolable oxime with minimal erosion at labile stereogenic carbons, show excellent compatibility with groups sensitive to oxidizing or reducing conditions, display good scalability, and are well-suited for generating useful 3-pyrrolidinone motifs from readily accessible 1,3-dipolar cycloaddition products.
Catalytic, PMe3-mediated conversion of secondary nitroalkanes to ketones: a very mild Nef-type process
Burés, Jordi,Vilarrasa, Jaume
, p. 441 - 444 (2008/09/17)
Aliphatic secondary nitro compounds are converted to ketones at room temperature, usually in 90-100% yields, by a one-pot reaction with 220-250 mol % of trimethylphosphine (PMe3) and 50-100 mol % of tBuC6H4SSC6H4tBu or PhthN-SePh, or 20 mol % of both additives. Thus, very mild catalytic variants of the reductive Nef-like reactions are disclosed.
SYNTHESIS OF MONO- AND 1,4-DICARBONYL COMPOUNDS BASED ON THE OXYGENATION OF PHOSPHONATE CARBANIONS. SYNTHESIS OF DIHYDROJASMONE, ALLETHRONE AND METHYLENOMYCIN B
Mikolajczyk, Marian,Midura, Wanda,Grzejszczak, Slawomir
, p. 2489 - 2492 (2007/10/02)
Oxidation of the α-alkylthio-substituted phosphonate carbanions was found to give the corresponding carbonyl compounds.A new synthesis of 1,4-dicarbonyl systems involving the oxygenation of phosphonate carbanions as a key step is described.Total synthesis of dihydrojasmone and allethrone and formal synthesis of methylenomycin B is reported.
SYNTHESIS OF SOME BIOLOGICALLY ACTIVE CYCLOPENTENONES USING NEW ORGANOPHOSPHORUS REAGENTS
Mikolajczyk, M.,Grzejszczak, S.,Midura, W.,Zatorski, A.
, p. 175 - 178 (2007/10/02)
The use of organic phosphorus and sulfur compounds in the general synthesis of biologically active functionalized cyclopentenones is presented.
