82894-56-2Relevant academic research and scientific papers
The preparation of functionalized amines and amides using benzotriazole derivatives and organozinc reagents
Katritzky, Alan R.,Strah, Sonja,Belyakov, Sergei A.
, p. 7167 - 7178 (1998)
Secondary and tertiary amines 6 are conveniently prepared in good yields by reacting organozinc halides with adducts 4, which are derived from the corresponding amines, aldehydes and benzotriazole. The use of organozinc reagents enables the introduction of nitro, cyano or ester functionalities into amine mainframes. This methodology was also used to prepare functionalized amides 8.
A Conceptually New Approach to the Synthesis of Secondary Amides and Thioamides
Katritzky, Alan R.,Drewniak, Malgorzata,Lue, Ping
, p. 5854 - 5856 (2007/10/02)
Amides and thioamides of type RC(=X)NHCHR1R2 are prepared in high yield with the formation of a new C-R2 bond by the action of a Grignard reagent (R2MgX) on the readily available adducts from an amide RCONH2 (or thioamide RCSNH2), aldehyde R1CHO, and benzotriazole.
A Reinvestigation of the Pictet-Gams Isoquinoline Synthesis. Part 2. Formation of Rearranged Isoquinolines: the Δ2-Oxazoline-Isoquinoline Transformation
Ardabilchi, Nasser,Fitton, Alan O.,Hadi, A. Hamid b. A.,Thompson, J. Robin
, p. 1710 - 1725 (2007/10/02)
Cyclisation of a series of 2-substituted 2-acylamino-1-arylalkan-1-ols using phosphorus pentaoxide in refluxing decalin is shown to lead to rearranged, i.e. 4-substituted, isoquinolines in addition to the anticipated 3-substituted isomers.The products arise largely via 5-phenyl-Δ2-oxazoline intermediates and the formation of the rearranged isoquionolines from these intermediates is fully discussed.The pathway is not substantially altered when 2-benzamido-1-methoxy-1-phenylalkanes are cyclised.
