64571-30-8Relevant academic research and scientific papers
Metal Free Access to Polysubstituted Pyrimidines via Nitrile Activation and [2+2+2] Cycloaddition
Chai, Jinkui,Nie, Yu,Wang, Zhao,Cheng, Li,Liu, Ying-Guo,Wu, Junliang
supporting information, p. 17565 - 17569 (2021/10/25)
Tf2O mediated intermolecular / intramolecular [2+2+2] cycloaddition between alkynes and nitriles has been developed for efficient construction of polysubstituted pyrimidines and bicyclopyrimidines. In presence of Tf2O, aza-allene species were generated in situ through nitrile activation and subsequently participated in the [2+2+2] cycloaddition, which was fully supported by deuteration experiments. The reaction had good substrate extensibility with moderate to excellent yield including trimethylsilylalkynes. The method was utilized as a synthetic tool in the preparation of a luminescent metal complex.
Selective synthesis of pyrimidines from cinnamyl alcohols and amidines using the heterogeneous OMS-2 catalyst
Shen, Jian,Meng, Xu
, (2019/11/14)
Herein, an efficient aerobic oxidative synthesis of pyrimidines was carried out using cinnamyl alcohols and amidines catalyzed by manganese oxide octahedral molecular sieve (OMS-2). The heterogeneous catalytic method features base-/additive-free conditions, wide substrate scope, use of O2 as a green oxidant, and simple operation. Moreover, the OMS-2 catalyst prepared by the conventional reflux method demonstrates catalytic selectivity, activity, and excellent recyclability.
A method for preparing a pyrimidine compound from a methyl ketone compound and a nitrile compound
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Paragraph 0021; 0022; 0023, (2019/01/05)
The invention provides a method for synthesizing a pyrimidine compound from a methyl ketone compound and a nitrile compound. The method is performed in a nitrogen atmosphere, a copper catalyst and analkali reagent are used, and the pyrimidine compound can
Cyclization of Ketones with Nitriles under Base: A General and Economical Synthesis of Pyrimidines
Su, Lebin,Sun, Kang,Pan, Neng,Liu, Long,Sun, Mengli,Dong, Jianyu,Zhou, Yongbo,Yin, Shuang-Feng
supporting information, p. 3399 - 3402 (2018/06/11)
A facile, general, and economical synthesis of diversely functionalized pyrimidines has been realized under basic conditions via the copper-catalyzed cyclization of ketones with nitriles. The reaction proceeds via a novel pathway involving the nitriles ac
Iodine(III)-Catalyzed Formal [2 + 2 + 1] Cycloaddition Reaction for Metal-Free Construction of Oxazoles
Yagyu, Takuma,Takemoto, Yusuke,Yoshimura, Akira,Zhdankin, Viktor V.,Saito, Akio
supporting information, p. 2506 - 2509 (2017/05/24)
The iodine(III) catalyst, in situ generated from iodoarene as a precatalyst with m-CPBA and Tf2NH, promoted the metal-free [2 + 2 + 1] cycloaddition-type reactions of alkynes, nitriles, and oxygen atoms for the regioselective formations of 2,4-disubstituted and 2,4,5-trisubstituted oxazole. A first example of iodine catalysis for multicomponent reactions is represented.
Metal-free [2 + 2 + 1] annulation of alkynes, nitriles, and oxygen atoms: Iodine(III)-mediated synthesis of highly substituted oxazoles
Saito, Akio,Taniguchi, Akihiro,Kambara, Yui,Hanzawa, Yuji
supporting information, p. 2672 - 2675 (2013/07/19)
The metal-free [2 + 2 + 1] annulation of alkynes, nitriles, and O-atoms for the regioselective assembly of 2,4-disubstituted and 2,4,5-trisubstituted oxazole compounds has been achieved by the use of PhIO with TfOH or Tf 2NH. The present reaction could be applied to a facile synthesis of an anti-inflammatory drug.
Synthesis of highly substituted oxazoles through iodine(III)-mediated reactions of ketones with nitriles
Saito, Akio,Hyodo, Nao,Hanzawa, Yuji
supporting information, p. 11046 - 11055 (2012/11/07)
In the presence of trifluoromethanesulfonic acid (TfOH) or bis(trifluoromethanesulfonyl) imide (Tf2NH), iodosobenzene (PhI=O) efficiently promoted the reactions of dicarbonyl compounds as well as monocarbonyl compounds with nitriles to give 2,4-disubstituted and 2,4,5-trisubstituted oxazole in a single step under the mild conditions.
Highly efficient synthesis of pyrimidines under microwave-assisted conditions
Bagley, Mark C.,Hughes, David D.,Taylor, Paul H.
, p. 259 - 261 (2007/10/03)
Microwave irradiation of an amidine and alkynone in acetonitrile at 120°C gives 2,4-disubstituted and 2,4,6-trisubstituted pyrimidines in very high yield.
THERMOLYSIS OF 1,2,3-TRIAZINES
Itoh, Takashi,Okada, Mamiko,Nagata, Kazuhiro,Ohsawa, Akio
, p. 1183 - 1190 (2007/10/02)
Thermal reactions of 1,2,3-triazines were investigated using neat thermolysis and flash vacuum thermolysis (FVT).Neat thermolysis afforded the products which were derived from intermolecular reaction, whereas unimolecular degradation occurred by FVT to give alkyne, nitrile and nitrogen.The selectivity of the reaction was considered using molecular orbital calculation.
