Chemoselective alkynylation of N-sulfonylamides versus amides and carbamates – Synthesis of tetrahydropyrazines
作者:Thomas Aubineau、Janine Cossy
DOI:10.1039/c3cc40529j
日期:——
The chemoselective alkynylation of N-sulfonylamides versus amides and carbamates using TMS-EBX as an alkynylatingagent leads to the formation of non-symmetrical tetrahydropyrazines from orthogonally protected diamines.
Synthesis of Triazolo- and Oxadiazolopiperazines by Gold(I)-Catalyzed Domino Cyclization: Application to the Design of a Mitogen Activated Protein (MAP) Kinase Inhibitor
An efficient method for the synthesis of [1,2,4]triazolo[4,3-a]piperazine derivatives was established based on a gold(I)-catalyzed domino cyclization of an amidrazone substrate with a terminal alkyne. The amidoxime congeners were converted into [1,2,4]oxadiazolo[4,5-a]piperazine derivatives in the presence of a gold catalyst. The oxadiazolopiperazine is a promising scaffold for the design of novel
基于金(I)催化的带有末端炔基的酰胺底物的多米诺环化反应,建立了一种合成[1,2,4]三唑并[4,3- a ]哌嗪衍生物的有效方法。在金催化剂的存在下,将ox胺肟同类物转化为[1,2,4]恶二唑并[4,5- a ]哌嗪衍生物。恶二唑并哌嗪是用于设计针对p38丝裂原活化蛋白激酶(MAP激酶)的新型抑制剂的有前途的支架。
Reactions ofN,N-bis(chloromethyl)amides withN,N′-diacyl derivatives of ethylenediamine (oro-phenylenediamine) result in formation of the corresponding 1,3,5-triacylated perhydro-1,3,5-triazepines (or their benzoanalogs) or 1,3-diacylated imidazolidines (or their benzoanalogs). Reactions ofN,N-bis(chloromethyl)amides withN,N′-ditosylated trimethylenediamine occur in a similar way. The direction of the