The Wolff rearrangement is a reaction in organic chemistry in which an α-diazocarbonyl compound is converted into a ketene by loss of dinitrogen with accompanying 1,2-rearrangement.

The Wolff Rearrangement allows the generation of ketenes from α-diazoketones. Normally, these ketenes are not isolated, due to their high reactivity to form diketenes.

The Wolff rearrangement is the conversion of a diazoketone to a ketene, usually under photolytic conditions. The loss of dinitrogen from the diazonium compound would result in an electron-deficient carbene. Like a carbocation, the carbene would be susceptible to a 1,2-shift.

Wolff Rearrangement. The Wolff rearrangement is similar to the Tiffeneau-Demjanov rearrangement because of the key role of a diazo intermediate. The most common variation involves reaction of a ketone with a diazo compound.

The Wolff rearrangement is defined as the rearrangement of an α-diazoketone-derived carbene, resulting in the formation of a new C-C bond α to a carboxylic acid group, commonly used for the homologation of carboxylic acids.

The Wolff rearrangement (an extension of the Arndt–Eistert procedure) is one of the most practical reactions for elongation of the carbon chain of carboxylic acids by one carbon atom. 1 Yang et al. reported a synthesis of β 2,3-dialkylated β-amino acids through the photo-induced Wolff rearrangement. 26 The α-alkyl-α-diazoketone 2 required ...

2015年10月2日 · The Wolff rearrangement is one of the fundamental reactions of diazo compounds and has found many applications in organic synthesis, drug delivery, and photolithography. This chapter focuses on applications of the Wolff rearrangement in modern synthetic organic chemistry.

The Wolff rearrangement is the conversion of a diazoketone to a ketene, usually under photolytic conditions. The reaction can also be brought about by heating or through the addition of Ag(I) salts.

The Wolff rearrangement is a reaction in which an α-diazocarbonyl compound is converted into a ketene by the loss of dinitrogen with accompanying 1,2-rearrangement. This reaction contains two possible reaction mechanisms.

2002年7月1日 · Ring-contracting Wolff rearrangements and ketene cycloadditions have been applied in syntheses of increasingly complex, biologically active target molecules. These accomplishments, as well as unsolved problems, are addressed in the present review.