137575-61-2Relevant academic research and scientific papers
Stereoselective synthesis of 1,3,4-substituted tetrahydro-β-carbolines from indoles based on selective transformations
Ezquerra, Jesus,Pedregal, Concepcion,Lamas, Carlos,Pastor, Alfredo,Alvarez, Pilar,Vaquero, Juan Jose
, p. 8237 - 8248 (1997)
1, 3, 4-Substituted tetrahydro β-carbolines 4 have been prepared from indoles 6 by two selective transformations: first, nucleophilic aziridine ring opening with a lower order indolyl magnesium cuprate obtaining the α,β-substituted tryptamines 5 and secondly, a 'Pictet-Spengler-like' reaction between azalactones 12 and tryptamines 5. Under the acidic reaction conditions used, the thermodynamically favoured tetrahydro β-carbolines 4 are obtained due to the conformational restrictions imposed by the tryptamine substituents.
Conformationally constrained serotonin analogues: Stereoselective synthesis of trans-3-(2-aminocycloalkyl)indoles by aziridine ring opening
Ezquerra,Pedregal,Lamas,Pastor,Alvarez,Vaquero
, p. 683 - 686 (2007/10/02)
Trans-3-(2-aminocyclopentyl)indoles 9a,c and trans-3-(2-aminocyclohexyl)indoles 9b,d have been stereoselectively prepared by nucleophilic ring opening reaction of N-Boc cycloalkylaziridines 6a,b and the 'lower order' magnesium cuprate II, generated from the corresponding indolilmagensium bromides derived from 7a,b.
A Convenient Preparation of vic-Iodo-Isocyanates
Cambie, Richard C.,Hume, Bruce A.,Rutledge, Peter S.,Woodgate, Paul D.
, p. 2569 - 2574 (2007/10/02)
vic-Iodo-isocyanates are conveniently prepared by treatment of alkenes with iodine/thallium(I) cyanate or with iodine(I) chloride/thallium(I) cyanate.Treatment of the phenylurea (5) with silver perchlorate or m-chloroperbenzoic acid gives the oxazoline (2
