31970-74-8Relevant articles and documents
Iodine-mediated new strategy for the synthesis of 2,5-disubstituted oxazoles from methyl ketones and TosMIC
Pogaku, Naresh,Krishna, Palakodety Radha,Prapurna, Y. Lakshmi
, p. 1986 - 1993 (2018)
A new strategy has been developed for the construction of oxazoles from methyl ketones and TosMIC via self-sorting oxidative domino reaction strategy. In contrast to its usual reactivity as C–N≡C synthon in the synthesis of oxazoles, TosMIC was utilized as ammonium surrogate in the present method. The protocol is attractive in terms of readily available starting materials, metal and base free conditions, operational simplicity, C–N and C–O bond formation. A variety of 2,5-disubstituted oxazoles were prepared in moderate-to-good yields.
Synthesis of 2,5-diaryloxazoles through rhodium-catalyzed annulation of triazoles and aldehydes
Li, Jian,Liu, Li,Lu, Xue-Chen,Wang, Zheng-Bing,Xu, De-Feng,Xu, Yue,Zhu, Shang-Rong
, p. 24795 - 24799 (2020/07/14)
An efficient synthesis of a variety of 2,5-diaryloxazole derivatives via a rhodium-catalyzed annulation of triazoles and aldehydes is achieved. Various oxazole derivatives could be obtained in good to excellent yields. A concise synthesis of antimycobaterial natural products balsoxin and texamine has been achieved using this method. This journal is
Selective synthesis of oxazoles and pyrazines from α-bromo-1-phenylethanone using a by-product-promoted strategy
Liu, Changhui,Zhao, Jiateng,Qiao, Yu,Huang, Wenbo,Rao, Zhonghao,Gu, Yanlong
supporting information, p. 7351 - 7357 (2018/11/23)
Oxazoles and pyrazines are fundamental heterocycles that widely found in natural products or drugs. In this work, a selective strategy for oxazoles and pyrazines synthesis using α-bromo-1-phenylethanone and ammonium acetate as starting materials was reported. This methodology features mild reaction conditions, readily accessible starting materials and good chemoselectivity. Mechanistic study indicates that this reaction involves a by-product-promoted (BPP) process for the formation of oxazole, that is, the in-situ formed hydrogen bromide (HBr) during the reaction promotes the whole tandem process.