6889-84-5Relevant academic research and scientific papers
Palladium-Catalyzed Carbonylative Synthesis of α,β-Unsaturated Amides from Styrenes and Nitroarenes
Peng, Jin-Bao,Geng, Hui-Qing,Li, Da,Qi, Xinxin,Ying, Jun,Wu, Xiao-Feng
supporting information, p. 4988 - 4993 (2018/08/24)
A procedure on palladium-catalyzed selective aminocarbonylation of styrenes with nitroarenes for the synthesis of α,β-unsaturated amides has been developed. A range of substituted α,β-unsaturated amides were synthesized in moderate to good yields. Interestingly, nitroarenes act as both a nitrogen source and oxidant, and Mo(CO)6 acts as a solid CO source and reductant in this catalytic system.
Preparation method of indacaterol intermediate 5-chloracetyl-8-benzyloxy-2(1H)-quinolinone
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Paragraph 0023; 0024, (2018/04/02)
The invention discloses a preparation method of an indacaterol intermediate 5-chloracetyl-8-benzyloxy-2(1H)-quinolinone. The method includes: taking o-methoxyaniline, cinnamoyl chloride, aluminium trichloride, trifluoromethanesulfonic acid, chloroacetyl chloride, and benzyl bromide as the raw materials, and carrying out four-step reaction, i.e. amidation reaction, ring closing reaction, Friedel-Crafts reaction, and hydroxylation reaction. The preparation method provided by the invention has the advantages of high yield, low cost, few three waste, easy operation and safety, and is suitable forindustrialization.
Cationic N-Heterocyclic Carbene Copper-Catalyzed [1,3]-Alkoxy Rearrangement of N-Alkoxyanilines
Nakamura, Itaru,Jo, Takeru,Ishida, Yasuhiro,Tashiro, Hiroki,Terada, Masahiro
supporting information, p. 3059 - 3062 (2017/06/23)
The [1,3]-alkoxy rearrangement reactions of N-alkoxyanilines were efficiently catalyzed by cationic N-heterocyclic carbene (NHC)-Cu catalysts in affording 2-alkoxyaniline derivatives in good to excellent yields with high functional group compatibility. For N-alkoxyanilines having an electron-withdrawing substituent at the meta-position, the alkoxy group selectively migrated to the more hindered ortho-position. In contrast, the alkoxy group migrated to the less hindered ortho-position for N-alkoxyanilines having an electron-donating substituent. Mechanistic studies suggest that the rearrangement reactions proceed via an intramolecular route.
Synthesis and structure-activity relationship analysis of caffeic acid amides as selective matrix metalloproteinase inhibitors
Shi, Zhi-Hao,Li, Nian-Guang,Shi, Qian-Ping,Tang, Hao,Tang, Yu-Ping,Li, Wei,Yin, Lian,Yang, Jian-Ping,Duan, Jin-Ao
, p. 1206 - 1211 (2013/03/14)
Four series of acid amides were synthesized, and through measurement using a fluorogenic substrate assay with human recombinant MMP-1, MMP-2 and MMP-9, compound 3f showed considerable inhibitory activities against MMP-2, MMP-9 and the best selectivity over MMP-1. Preliminary structure-activity relationship analysis indicated that caffeic acid amides with electron-donating groups at para-position of amino phenyl group showed better inhibitory activities and selectivity than those with electron-withdrawing groups, and the presence of adjacent dihydroxy in the caffeoyl group was very important for the MMP-2 and MMP-9 inhibitory activities.
