Copper-Catalyzed Diversity-Oriented Synthesis (DOS) of 4-Amino-2H-chromen-2-imines: Application of Kemp Elimination toward O-Heterocycles | Zendy

Zhiyuan Chen | Zendy; Cuifen Han | Zendy; Congbin Fan | Zendy; Gang Liu | Zendy; Shouzhi Pu | Zendy

Open Access

Copper-Catalyzed Diversity-Oriented Synthesis (DOS) of 4-Amino-2H-chromen-2-imines: Application of Kemp Elimination toward O-Heterocycles

Author(s) -

Zhiyuan Chen,

Cuifen Han,

Congbin Fan,

Gang Liu,

Shouzhi Pu

Publication year - 2018

Publication title -

acs omega

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.779

H-Index - 40

ISSN - 2470-1343

DOI - 10.1021/acsomega.8b01179

Subject(s) - sulfonyl , chemistry , catalysis , yield (engineering) , copper , reaction conditions , selectivity , combinatorial chemistry , functional group , medicinal chemistry , organic chemistry , materials science , alkyl , polymer , metallurgy

We report herein a copper-catalyzed sequential multicomponent reaction of benzo[ d ]isoxazoles with terminal alkynes and sulfonyl azides, which produced divergent 4-amino-2 H -chromen-2-imines with excellent chemical selectivity. The reaction tolerated a broad range of functional groups, and released only N 2 as the sole byproduct. The sulfonyl imino group could be removed to give biologically active free 4-amino-2 H -chromenone in good yield.

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