5894-65-5Relevant articles and documents
FTIR investigation of solvent effects of N-methyl and N-tert-butyl benzamide
Jovi,Nikoli,Petrovi,Kordi,Crossed D Signakovi-Sekuli,Stojanovi
, p. 1616 - 1622 (2014)
Infrared spectroscopy studies of N-methyl benzamide and N-tert-butyl benzamide in 12 organic solvents were undretaken to investigate solvent-solute interactions. The wavenumbers of carbonyl stretching vibration ν(C=O) in different solvents were correlated
Reactions of (E)-2-tert-Butyl-3-phenyloxaziridine with Lithium Amide
Newcomb, Martin,Reeder, Robert A.
, p. 1489 - 1493 (1980)
The reactions of (E)-2-tert-butyl-3-phenyloxaziridine (1a) with lithium amide bases in tetrahydrofuran have been studied.In competing rections, 1a is reduced to N-tert-butylbenzaldimine (2) and isomerized to N-tert-butylbenzamide (3).The former reaction proceeds through an intermediate which accumulates and slowly decomposes to 2; the reaction apparently occurs via an initial electron transfer from the base to the oxaziridine.The latter reaction occurs by simultaneous deprotonation and ring opening of the oxaziridine to give the anion of 3.
AMINE-BORANES AS BIFUNCTIONAL REAGENTS FOR DIRECT AMIDATION OF CARBOXYLIC ACIDS
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Paragraph 0008-0009; 0063-0064, (2022/03/04)
The present invention generally relates to a process for selective and direct activation and subsequent amidation of aliphatic and aromatic carboxylic acids to afford an amide R3CONR1R2. That the process is capable of delivering gaseous or low-boiling point amines provides a major advantage over existing methodologies, which involves an intermediate of triacyloxyborane-amine complex [(R3CO2)3—B—NHR1R2]. This procedure readily produces primary, secondary, and tertiary amides, and is compatible with the chirality of the acid and amine involved. The preparation of known pharmaceutical molecules and intermediates has also been demonstrated.
N,O-Benzyl Protection of Structurally Varied Amines and Phenols Using Wells-Dawson Heteropolyacid Catalyst
Boughaba, Sara,Aouf, Zineb,Zerrouki, Rachida,Aouf, Nour Eddine
, p. 301 - 310 (2021/05/24)
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Insight into Regioselective Control in Aerobic Oxidative C-H/C-H Coupling for C3-Arylation of Benzothiophenes: Toward Structurally Nontraditional OLED Materials
Bin, Zhengyang,Liao, Xingrong,Liu, Jiahui,Shen, Boming,Shi, Yang,Yan, Lipeng,Yang, Feng,Yang, Ge,Yang, Yudong,You, Jingsong,Yu, Peiyuan
supporting information, (2021/12/14)
The installation of (benzo)thiophene-containing biaryls via coupling reactions has become a staple in designing photoelectric materials. Undeniably, C-H/C-H cross-coupling reactions between two (hetero)aromatics would be a shortcut toward these structural fragments. While more reliable cross-coupling technologies are well-established to provide C2-arylated (benzo)thiophenes, efficient methods that arylate the C3-position remain underdeveloped. Herein we provide insight into the factors that determine regioselectivity switching for these cross-coupling reactions. X-ray crystallographic analysis gives solid evidence for the key roles of triflate in regioselective dearomatization and acetate in base-assisted anti-β-deprotonated rearomatization. The first isolation and X-ray characterization of a medium-sized dearomatized cyclometalated adduct involving both substrates provide extra insight into aerobic oxidative Ar-H/Ar-H cross-coupling reactions. The mechanistic breakthrough incubates the first example, enabling C-H/C-H-type C3-arylation of benzothiophenes. Finally, this chemistry is used to design blue-emitting thermally activated delayed fluorescence (TADF) materials with a helicene conformation that exhibit a high maximum external quantum efficiency of 25.4% in OLED.