DUFF Aldehyde synthesis

DUFF Aldehyde synthesis 102 DUTT WORMAa Azide formation 102 Duiaberg 291... 

The Sommelet reaction, also known as the Sommelet oxidation, is the oxidation of benzyl halides (1) to the corresponding aldehydes (3) using hexamethylenetetramine (HMTA) followed by hydrolysis of the hexaminium salt 2.1-3 This reaction is closely related to the Delepine amine synthesis, the Duff aldehyde synthesis, and the Krtihnke reaction (see Section 7.10.3). 

Nevertheless, compared to other formylation reactions, such as the Duff Formylation, Gattermann Aldehyde Synthesis, and Gattermann-Koch Formylation, the Reimer-Tiemann reaetion is the only one that occurs under basic conditions, and in certain cases, it is the only feasible method for the direct formylation, e.g., the formylation of oestrogens. ... 

This reaction is related to the Ciamician-Dennstedt Reaction, Duff Reaction, Gatterman Aldehyde Synthesis, and Gattermann-Koch Formylation. 

Phenolic aldehydes can be obtained by the Duff reaction, in which the phenol is heated with urotropine, boric acid, and glycerol for 30 minutes at 150-160° 857 the yields are not high (15-20%), but the procedure is simpler and less time -consuming than the Reimer-Tiemann synthesis the products are the ortho-derivatives. Dialkylanilines can be formylated in the same way,858 but here the products are the para-aldehydes. 

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