Synthesis and Reactivity of N-Allenyl Cyanamides | Zendy

James N. Ayres | Zendy; Matthew T. J. Williams | Zendy; Graham J. Tizzard | Zendy; Simon J. Coles | Zendy; Kenneth B. Ling | Zendy; Louis C. Morrill | Zendy

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Synthesis and Reactivity of N-Allenyl Cyanamides

Author(s) -

James N. Ayres,

Matthew T. J. Williams,

Graham J. Tizzard,

Simon J. Coles,

Kenneth B. Ling,

Louis C. Morrill

Publication year - 2018

Publication title -

organic letters

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.94

H-Index - 239

eISSN - 1523-7060

pISSN - 1523-7052

DOI - 10.1021/acs.orglett.8b02225

Subject(s) - hydroamination , chemistry , isomerization , derivatization , propargyl , reactivity (psychology) , cyanamide , cycloaddition , combinatorial chemistry , organic chemistry , medicinal chemistry , intramolecular force , catalysis , high performance liquid chromatography , medicine , alternative medicine , pathology

N-Allenyl cyanamides have been accessed via a one-pot deoxycyanamidation-isomerization approach using propargyl alcohol and N-cyano- N-phenyl- p-methylbenzenesulfonamide. The utility of this novel class of allenamide was explored through derivatization, with hydroarylation, hydroamination, and cycloaddition protocols employed to access an array of cyanamide products that would be challenging to access using existing methods.

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