65563-98-6Relevant articles and documents
Crystal structure of 1-(2,4,6-trichlorobenzoyloxy) benzotriazole (TCB-OBt): observation of uncommon intermolecular oxygen-oxygen interaction and synthetic application in amidation
Dolai, Gobinda,Giri, Rajat Subhra,Mandal, Bhubaneswar,Roy, Sayanta,Sen, Srijit
, p. 19804 - 19811 (2021/11/12)
Herein, we investigated the supramolecular assembly of a modified Yamaguchi reagent TCB-OBt. Interestingly, each molecule is interconnected through novel chalcogen-chalcogen (O?O) interaction, π-π stacking, and aromatic C-H?O interaction. Hirshfeld surface analysis confirmed the existence of uncommon O?O interactions. A well-organized supramolecular layer structure and helical arrangement were observed in the crystal structure. TCB-OBt crystallized in the O-substituted desmotropic form. DFT calculations suggest that the O-substituted form is more stable than theN-substituted form (TCB-(N)-OBt). Morphology analysis indicates the formation of a fantastically well organized, continuous block-shaped system. Furthermore, the designed reagent works as an efficient activating reagent for amide bond formation with good yields under mild reaction conditions. Use of this reagent avoided intractable acid chlorides, and this new mixed-anhydride-based reagent may further be applicable for many other organic transformations.
The use of tetrabutylammonium fluoride to promote N- and O- 11C-methylation reactions with iodo[11C]methane in dimethyl sulfoxide
Kikuchi, Tatsuya,Minegishi, Katsuyuki,Hashimoto, Hiroki,Zhang, Ming-Rong,Kato, Koichi
, p. 672 - 678 (2014/01/06)
The N- or O-methylation reactions of compounds bearing amide, aniline, or phenol moieties using iodo[11C]methane (1) with the aid of a base are frequently applied to the preparation of 11C-labeled radiopharmaceuticals. Although sodiu
Reaction of N-Benzoyl Amino Acids with Oxalyl Chloride: a Facile Route to 4-Substituted 2-Phenyloxazole-5-carboxylates
Cynkowski, Tadeusz,Cynkowska, Grazyna,Ashton, Paul,Crooks, Peter A.
, p. 2335 - 2336 (2007/10/02)
N-benzoyl amino acids 1a-g react with excess oxalyl chloride at room temperature followed by addition of alcohols to afford 4-substituted 2-phenyloxazole-5-carboxylates 3a-g.
