40619-73-6Relevant articles and documents
Ynesulfonamide-Based Silica Gel and Alumina-Mediated Diastereoselective Cascade Cyclizations to Spiro[indoline-3,3′-pyrrolidin]-2-ones under Neat Conditions
Wang, Yanshi,Wang, Xiaoyu,Lin, Jingsheng,Yao, Bo,Wang, Guanghui,Zhao, Yuandong,Zhang, Xinhang,Lin, Bin,Liu, Yang,Cheng, Maosheng,Liu, Yongxiang
, p. 1483 - 1492 (2018)
The spiro[indoline-3,3′-pyrrolidin]-2-ones were synthesized via a silica gel and alumina-mediated sequential transformation based on tryptamine-derived ynesulfonamide substrates under neat conditions. The inherent tendency of C?C bond migration through Wagner-Meerwein rearrangement in the synthesis of spirooxindole was prevented by water trapping to the spiroindoleninium intermediate. The functional group tolerances of the methodology were investigated using a variety of substrates. The detailed mechanism of the sequential transformation was probed by the isotope-labeled experiments. This strategy was further applied in the formal syntheses of indole alkaloids coerulescine and horsfiline. (Figure presented.).
Synthetic approaches to highly functional -carboline building blocks via allylic amidation
Teichert, Johannes F.,Fananas-Mastral, Martin,Feringa, Ben L.
experimental part, p. 409 - 416 (2012/03/11)
A new, straightforward synthesis of highly functional -carboline building blocks is presented that makes use of allylic amidation methodology. The products obtained carry a terminal double bond as well as an easy-to-deprotect amide, which make them perfectly suitable for further functionalization. The use of the trifluoroacetamide group is exploited in a dual fashion; it acts as a protecting group and functions as the nucleophile for the allylic amidation reaction. Georg Thieme Verlag Stuttgart New York.
On certain substituted tryptamines and their pharmacological properties.
JULIA,IGOLEN,FELIX,JACOB
, p. 1741 - 1743 (2007/10/04)
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