16537-10-3Relevant articles and documents
Lithiation of aryl bromides possessing α-proton of carbonyl groups
Yamamoto, Yuhei,Maeda, Kenji,Tomimoto, Koji,Mase, Toshiaki
, p. 561 - 564 (2002)
A new methodology for metalation of aryl bromide possessing an active methylene adjacent to carbonyl groups is described. In order to avoid self-quenching, selective deprotonation was necessary prior to halogen-metal exchange reaction. For this purpose, m
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Orsini,F.,Pelizzoni,F.
, p. 2781 (1984)
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Gram-Scale Preparation of Acyl Fluorides and Their Reactions with Hindered Nucleophiles
Tryniszewski, Micha?,Barbasiewicz, Micha?
, p. 1446 - 1460 (2021/11/30)
A series of acyl fluorides was synthesized at 100 mmol scale using phase-transfer-catalyzed halogen exchange between acyl chlorides and aqueous bifluoride solution. The convenient procedure consists of vigorous stirring of the biphasic mixture at room temperature, followed by extraction and distillation. Isolated acyl fluorides (usually 7-20 g) display excellent purity and can be transformed into sterically hindered amides and esters when treated with lithium amide bases and alkoxides under mild conditions.
Cobalt-Catalyzed Highly Regioselective Three-Component Arylcarboxylation of Acrylate with Aryl Bromides and Carbon Dioxide
Hang, Wei,Liang, Nianjie,Liu, Yuzhou,Xi, Chanjuan
, p. 4941 - 4946 (2021/10/30)
Cobalt-catalyzed regioselective three-component arylcarboxylation of acrylate with aryl bromides and carbon dioxide has been developed. The reaction is carried out by using cobalt chloride as a precatalyst and zinc powder as a reducing reagent under CO2 (1 atm) at 40 °C. A range of aryl bromides are used for this reaction, leading to a series of valuable carboxylic acids with high regioselectivity and functional-group compatibility. Mechanistic experiments and DFT calculations indicate that this arylcarboxylation reaction involves the reaction of CO2 with a cobalt enolate intermediate to form the C?C bond.
Nickel-catalyzed: C-alkylation of thioamide, amides and esters by primary alcohols through a hydrogen autotransfer strategy
Yang, Peng,Wang, Xiuhua,Ma, Yu,Sun, Yaxin,Zhang, Li,Yue, Jieyu,Fu, Kaiyue,Zhou, Jianrong Steve,Tang, Bo
supporting information, p. 14083 - 14086 (2020/11/20)
A simple catalyst of Ni(OAc)2 and P(t-Bu)3 enables selective C-alkylation of thioacetamides and primary acetamides with alcohols for the first time. Monoalkylation of thioamides, amides and t-butyl esters occurs in excellent yields (>95%). Mechanistic studies reveal that the reaction proceeds via a hydrogen autotransfer pathway. This journal is
