TAILIEUCHUNG - Báo cáo hóa học: " A truly green synthesis of a-aminonitriles via Strecker reaction"

Tuyển tập các báo cáo nghiên cứu về hóa học được đăng trên tạp chí hóa hoc quốc tế đề tài : A truly green synthesis of a-aminonitriles via Strecker reaction | o Organic and Medicinal Chemistry Letters Bandyopadhyay et al. Organic and Medicinal Chemistry Letters 2011 1 11 http content 1 1 11 a SpringerOpen Journal ORIGINAL Open Access A truly green synthesis of a-aminonitriles via Strecker reaction Debasish Bandyopadhyay Juliana M Velazquez and Bimal K Banik Abstract Background The classical Strecker reaction is one of the simplest and most economical methods for the synthesis of racemic a-aminonitriles precursor of a-amino acids and pharmacologically useful compounds. Results Indium powder in water is shown to act as a very efficient catalyst for one-pot three-component synthesis of a-aminonitriles from diverse amines aldehydes and TMSCN. This general rapid method is applicable to a wide range of amines and aldehydes and produces products in excellent yield. Conclusions The present one-pot three-component environmentally benign procedure for the synthesis of a-aminonitriles will find application in the synthesis of complex biologically active molecules. Background Strecker reaction 1 the oldest known synthesis of a-aminonitriles is one of the most general methods potentially useful for syntheses of amino acids and other bioactive compounds including natural products. In addition the Strecker reaction represents one of the simplest and most economical methods for the preparation of a-amino acids for both laboratory and industrial scales 2 . Since 1850 a number of publications have appeared on this reaction. Still this reaction is under active investigation. Recently synthesis of hepatitis C virus NS3 serine protease inhibitors 3 -phthalasci-din 622 4 and novel boron-containing retinoids 5 have been reported following this strategy. A number of new catalysts have also been reported for this reaction which includes mesoporous aluminosilicate Al-MCM-41 6 lanthanum III -binaphthyl disulfonate 7 nanocrystalline magnesium oxide 8 BINOL-phosphoric acid 9 10 Fe Cp 2PF6 11 Jacobsen s thiourea catalyst 12 .

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