42487-19-4Relevant academic research and scientific papers
Continuous-Flow Amide and Ester Reductions Using Neat Borane Dimethylsulfide Complex
?tv?s, Sándor B.,Kappe, C. Oliver
, p. 1800 - 1807 (2020/02/27)
Reductions of amides and esters are of critical importance in synthetic chemistry, and there are numerous protocols for executing these transformations employing traditional batch conditions. Notably, strategies based on flow chemistry, especially for amide reductions, are much less explored. Herein, a simple process was developed in which neat borane dimethylsulfide complex (BH3?DMS) was used to reduce various esters and amides under continuous-flow conditions. Taking advantage of the solvent-free nature of the commercially available borane reagent, high substrate concentrations were realized, allowing outstanding productivity and a significant reduction in E-factors. In addition, with carefully optimized short residence times, the corresponding alcohols and amines were obtained in high selectivity and high yields. The synthetic utility of the inexpensive and easily implemented flow protocol was further corroborated by multigram-scale syntheses of pharmaceutically relevant products. Owing to its beneficial features, including low solvent and reducing agent consumption, high selectivity, simplicity, and inherent scalability, the present process demonstrates fewer environmental concerns than most typical batch reductions using metal hydrides as reducing agents.
FLUOROGENIC PH SENSITIVE DYES AND THEIR METHOD OF USE
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Page/Page column 83, (2008/12/06)
A new class of pH sensitive fluorescent dyes and assays relating thereto are described. The dyes and assays are particularly suited for biological applications including phagocytosis and monitoring intracellular processes. The pH sensitive fluorescent dyes of the present invention include compounds of Formula (I), wherein the variables are described throughout the application.
Reductive N-alkylation of aromatic amines and nitro compounds with nitriles using polymethylhydrosiloxane
Reddy, Ch. Raji,Vijeender,Bhusan, P. Bibhuti,Madhavi, P. Phani,Chandrasekhar
, p. 2765 - 2768 (2008/02/03)
The potential utility of polymethylhydrosiloxane (PMHS) as a reducing agent for reductive N-alkylation of aromatic amines and nitro compounds using nitriles as an alkylating agent and Pd(OH)2/C as a catalyst is described. The application of this method for the synthesis of several heterocyclic compounds is also reported.
Synthesis of novel thrombin inhibitors. Use of ring-closing metathesis reactions for synthesis of P2 cyclopentene- and cyclohexenedicarboxylic acid derivatives
Thorstensson, Fredrik,Kvarnstr?m, Ingemar,Musil, Djordje,Nilsson, Ingemar,Samuelsson, Bertil
, p. 1165 - 1179 (2007/10/03)
The thrombin inhibitory tripeptide D-Phe-Pro-Arg has been mimicked using either cyclopentenedicarboxylic derivatives or a cyclohexenedicarboxylic derivative as surrogate for the P2 proline. In the P3 position, tertiary amides were optimized as D-Phe P3 re
Abkoemmlinge der 3-Chinolincarbonsaeure mit Sauerstoffsubstitution in Stellung 4,5 und 8: Synthese, Reaktionen, NMR-Studien
Link, Helmut,Bernauer, Karl,Englert, Gerhard
, p. 2645 - 2667 (2007/10/02)
Starting from either 1,4-dibenzyloxybenzene (7) or 2,5-dimethoxyaniline (16), synthetic routes have been developed to benzenoid and quinoid derivatives of 4-oxo-1,4-dihydro-3-quinolinecarboxylic acid with O-bearing substituents in the positions 5 and 8 (c
