“…The second line of research includes heterocyclizations. It has been shown for numerous examples that 1,2-, , 1,3-, − and 1,4- 546-550 di-primary, primary-and-secondary, and di-secondary diamines are efficiently phosphorylated by phosphorus and phosphonous di- and triamides (Scheme ). 102 …”
Section: Phosphorylation Of Di- Tri- and Tetraminesmentioning
“…The second line of research includes heterocyclizations. It has been shown for numerous examples that 1,2-, , 1,3-, − and 1,4- 546-550 di-primary, primary-and-secondary, and di-secondary diamines are efficiently phosphorylated by phosphorus and phosphonous di- and triamides (Scheme ). 102 …”
Section: Phosphorylation Of Di- Tri- and Tetraminesmentioning
An efficient method has been developed for one‐pot three‐component coupling reactions of various aldehydes, 1‐cyclohexen‐2‐one, and primary or secondary amines in the presence of a catalytic amount of Yb(OTf)3 under mild conditions to afford the corresponding 2‐arylmethyl N‐substituted anilines in good yields. In addition, the catalyst was easily recovered and could be reused for at least four cycles without any loss of activity.
[reaction: see text] A new, green, regioselective, one-step, multicomponent reaction of an aldehyde possessing a nonenolizable carbonyl function, cyclohex-2-enone (or a derivative thereof), and primary or secondary amines afforded 2-N-substituted arylmethyl anilines or 4-N,N-disubstituted arylmethyl anilines, respectively. Yields and regioselectivities were good. Evidence for a pathway involving imine and iminium intermediates is presented along with examples demonstrating amenability of the process to combinatorial chemistry.
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