Direct Transformation of Secondary Amides into Secondary Amines: Triflic Anhydride Activated Reductive Alkylation
作者:Kai-Jiong Xiao、Ai-E Wang、Pei-Qiang Huang
DOI:10.1002/anie.201204098
日期:2012.8.13
transformation has been developed (see scheme; 2‐F‐Py=2‐fluoropyridine; Tf=trifluorosulfonyl). The amines are synthesized in good yields and the ketimine intermediates can be isolated before the reduction. This method should find applications in the synthesis of nitrogen‐containing bioactive molecules and medicinal agents.
A one-pot reaction for the transformation of common secondaryamides into amines with C–C bond formation is described. This method consists of in situ amide activation with Tf2O–partial reduction–addition of C-nucleophiles. The method is general in scope, which allows employing both hard nucleophiles (RMgX, RLi) and soft nucleophiles, as well as enolates. With the use of soft nucleophiles, the reaction
Pyrazolo [3,4-B] pyridine Compounds and Their Use as Phosphodiesterase Inhibitors
申请人:Allen George David
公开号:US20070111995A1
公开(公告)日:2007-05-17
The invention provides pyrazolo[3,4-b]pyridine compounds of formula (I) having a —C(O)—NH—C(R
4
)(R
5
)-aryl substituent at the 5-position of the pyrazolo[3,4-b]pyridine ring system wherein at least one of R
4
and R
5
is not a hydrogen atom (H) compound or a salt thereof:
wherein Ar has the sub-formula (x) or (z).
These compounds are useful as inhibitors of PDE4.
Base-induced elimination of CF3SO2- and nucleophilic substitution of CF3- were observed in the reaction of secondary triflamides with alkyllithium reagents.