117067-48-8Relevant articles and documents
Diastereoselective One-Pot Synthesis of Oxazolines Using Sulfur Ylides and Acyl Imines
Mehedi, Md Shafaat Al,Tepe, Jetze J.
supporting information, p. 7219 - 7226 (2019/06/14)
This work describes an extended version of the Corey-Chaykovsky reaction to access oxazolines using sulfur ylides and stable precursors of acyl imines. The reaction proceeds through a mixture of aziridines and oxazolines, which provides the trans-oxazolines following in situ Heine-type aziridine ring expansion upon treatment with BF3·OEt2. Following the same one-pot procedure, amidine imides react with the sulfur ylides to provide imidazolines.
Cross-coupling of aromatic aldehydes with n-(Amidobenzyl)benzotriazoles: An alternative route to α-amidoketones
Waengdongbung, Wijitra,Nontakitticharoen, Mongkol,Hahnvajanawong, Viwat
, p. 838 - 844 (2018/11/06)
Background: Several transition-metal-catalyzed reactions have been used to synthesize biologically active α-amidoketones. These approaches involve inconvenient conditions or expensive catalysts. Alternative attempts based on transition-metal-free catalyst
Synthesis of 3-indolylarylmethanamides by samarium triiodide catalyzed Friedel-Crafts amidoalkylation
Mao, Hui,Wang, Xiaoxia,Wang, Wencun,He, Liang,Kong, Lichun,Liu, Junhua
experimental part, p. 2582 - 2588 (2009/04/06)
The amidoalkylation of indoles with N-(α-benzotriazol-1-ylalkyl) amides was smoothly realized with samarium triiodide as a catalyst to give a series of novel 3-indolyl arylmethanamides with good yields and selectivities. Georg Thieme Verlag Stuttgart.
Pd0/SnII promoted Barbier-type allylation and crotylation of sulfonimines
Roy, Ujjal Kanti,Roy, Sujit
, p. 7177 - 7180 (2008/03/11)
A one-pot Barbier protocol is described for the facile formation of homoallyl sulfonamides from sulfonimines and allyl or crotyl bromide in the presence of SnCl2, and catalytic Pd2(dba)3·CHCl3 at room temperature.
Asymmetric Sulfur Ylide Mediated Aziridination: Application in the Synthesis of the Side Chain of Taxol
Aggarwal, Varinder K.,Vasse, Jean-Luc
, p. 3987 - 3990 (2007/10/03)
(Formula presented). Sulfur ylide methodology has been used to construct the Taxol side chain with a high degree of enantioselectivity via a trans-aziridine followed by stereospecific rearrangement of the trans-benzoylaziridine into a trans-oxazoline.
N-(1-Benzotriazol-1-ylalkyl)amides, Versatile α-Amidoalkylation Reagents. 1. α-Amidoalkylation of CH Acids
Katritzky, Alan R.,Pernak, Juliusz,Fan, Wei-Qiang,Saczewski, Franciszek
, p. 4439 - 4443 (2007/10/02)
N-(1-Benzotriazol-1-ylalkyl)amides 2, easily prepared from an amide and an aldehyde with benzotriazole, react smoothly with CH acids under mild conditions to give the α-amidoalkylation products in good yields.Benzotriazole aminals also react with CH acids in the presence of methyl iodide.
THE CHEMISTRY OF BENZOTRIAZOLE. PART 8. A NOVEL TWO-STEP PROCEDURE FOR THE N-ALKYLATION OF AMIDES
Katritzky, Alan R.,Drewniak, Malgorzata
, p. 2339 - 2344 (2007/10/02)
Benzotriazole, aldehydes RCHO, and amides R1CONH2 react together with elimination of water to form 1:1:1 adducts which are reduced smoothly by NaBH4 to give the N-substituted amides R1CONHCH2R.Both steps occur in high yields and can be carried out on a large scale, thus comprising a convenient general method for the N-alkylation of amides.