70912-51-5Relevant academic research and scientific papers
Silver-catalyzed hydroamination: Synthesis of N-bridgehead pyrroles, incorporating a protection-deprotection strategy for preparation of cyclic secondary vinylogous carbamates
Robinson, Ross S.,Dovey, Martin C.,Gravestock, David
, p. 505 - 511 (2007/10/03)
N-Bridgehead pyrroles are efficiently prepared from cyclic secondary vinylogous carbamates using a two-step sequence. This sequence involves C-propargylation followed by a silver-catalyzed intramolecular hydroamination. Hydroamination is brought about using microwave irradiation and affords the desired N-bridgehead pyrroles rapidly and in good yield. Cyclic secondary vinylogous carbamates are prepared using a mild, economical procedure. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005.
A Direct Retro-Reformatsky Fragmentation: Formal Ring Enlargement of Cyclic Ketones for Novel and Practical Synthesis of Heterocyclic Enamines
Zhao, Mei-Xin,Wang, Mei-Xiang,Yu, Chu-Yi,Huang, Zhi-Tang,Fleet, George W. J.
, p. 997 - 1000 (2007/10/03)
A novel and practical synthesis of heterocyclic enamines has been developed from the formal ring enlargement of cyclic ketones, which comprised the retro-Reformatsky fragmentation reaction as a key step. Under alkaline bromination conditions, the Reformat
A versatile route to β-enamino esters by acylation of lithium enamines with diethyl carbonate or benzyl chloroformate
Bartoli, Giuseppe,Cimarelli, Cristina,Dalpozzo, Renato,Palmieri, Gianni
, p. 8613 - 8622 (2007/10/02)
A versatile route to β-enamino esters 1, using accessible starting materials, was developed. Lithiated enamines are allowed to react with diethyl carbonate or benzyl chloroformate with the formation of the β-enamino esters 1a or 1b. The reaction is rather general from a wide array of ketimines and aldimines. Products included cyclic β-enamino esters 1aa-ac, very useful for the synthesis of natural products.
Application of the Intramolecular Aza-Wittig Reaction to the Synthesis of Vinylogous Urethanes and Amides
Lambert, P. H.,Vaultier, M.,Carrie, R.
, p. 5352 - 5356 (2007/10/02)
The treatment of ω-azido β-dicarbonyl derivatives with 1 equiv of triphenylphosphine leads to a transient phosphinimine (Staudinger reaction), which cyclizes into vinylogous urethanes and amides via an intramolecular aza-Wittig reaction in excellent yields.The starting azides were obtained by a nucleophilic substitution by NaN3 in Me2SO on the corresponding ω-halo β-dicarbonyl derivatives that were accessible by the γ-alkylation of β-dicarbonyl compounds with α,ω-dihaloalkanes.
Thermolyse des β-enaminodiesters cycliques : acces a divers β-enaminoesters, β-enamino-thioesters et β-enaminoamides
Celerier, J. P.,Maitte, P.
, p. 963 - 964 (2007/10/02)
A new synthesis of β-enaminoesters, β-enaminothioesters et β-enaminoamides by thermic decomposition of β-enaminodiesters is described.
