Lewis acid catalyzed nitrile synthesis from aldehyde

被引:7
作者
Bariya, Dipakkumar [1 ]
Mishra, Satyendra [1 ]
机构
[1] Inst Adv Res, Dept Engn & Phys Sci, Gandhinagar 382426, Gujarat, India
关键词
Calcium trifluoromethanesulfonate; Bu4NPF6; Aldehyde; Nitrile; Lewis catalyst; PRIMARY AMIDES; CONVERSION; DEHYDRATION; ALDOXIMES; ALCOHOLS; ANALOGS; AMMONIA; OXIMES; SYSTEM; MILD;
D O I
10.1016/j.tetlet.2022.153711
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
In DMA solvent, the one-pot conversion of aldehydes to their corresponding nitriles was studied in Lewis acid catalyst's system (Ca(OTf)(2)/Bu4NPF6) and hydroxylamine hydrochloride at 120 degrees C. The developed synthesis method was carried out under conventional heating conditions, and excellent product yields were obtained. (C) 2022 Elsevier Ltd. All rights reserved.
引用
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页数:4
相关论文
共 49 条
[41]  
SAEDNYA A, 1982, SYNTHESIS-STUTTGART, P190
[42]  
Sandmeyer T., 1884, BER DTSCH CHEM GES, V17, P1633, DOI [10.1002/cber.18840170219, DOI 10.1002/CBER.18840170219]
[43]   Simple One-Pot Conversion of Alcohols into Nitriles [J].
Shimojo, Hiroyuki ;
Moriyama, Katsuhiko ;
Togo, Hideo .
SYNTHESIS-STUTTGART, 2013, 45 (15) :2155-2164
[44]   Supported monomeric vanadium catalyst for dehydration of amides to form nitriles [J].
Sueoka, Shoichiro ;
Mitsudome, Takato ;
Mizugaki, Tomoo ;
Jitsukawa, Koichiro ;
Kaneda, Kiyotomi .
CHEMICAL COMMUNICATIONS, 2010, 46 (43) :8243-8245
[45]   Recent Applications of Palladium-Catalyzed Coupling Reactions in the Pharmaceutical, Agrochemical, and Fine Chemical Industries [J].
Torborg, Christian ;
Beller, Matthias .
ADVANCED SYNTHESIS & CATALYSIS, 2009, 351 (18) :3027-3043
[46]   DIALKYLTIN OXIDE-MEDIATED ADDITION OF TRIMETHYLSILYL AZIDE TO NITRILES - A NOVEL PREPARATION OF 5-SUBSTITUTED TETRAZOLES [J].
WITTENBERGER, SJ ;
DONNER, BG .
JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (15) :4139-4141
[47]   Organoselenium-Catalyzed Mild Dehydration of Aldoximes: An Unexpected Practical Method for Organonitrile Synthesis [J].
Yu, Lei ;
Li, Hongyan ;
Zhang, Xu ;
Ye, Jianqing ;
Liu, Jianping ;
Xu, Qing ;
Lautens, Mark .
ORGANIC LETTERS, 2014, 16 (05) :1346-1349
[48]   A General and Convenient Catalytic Synthesis of Nitriles from Amides and Silanes [J].
Zhou, Shaolin ;
Junge, Kathrin ;
Addis, Daniele ;
Das, Shoubhik ;
Beller, Matthias .
ORGANIC LETTERS, 2009, 11 (11) :2461-2464
[49]   Tin or gallium-catalyzed cyanide-transition metal-free synthesis of nitriles from aldehydes or oximes [J].
Zhuang, Yan-Jun ;
Liu, Jie ;
Kang, Yan-Biao .
TETRAHEDRON LETTERS, 2016, 57 (50) :5700-5702