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Arynes in the Monoarylation of Unprotected Carbohydrate Amines
Author(s) -
Kumar Bhaskar Pal,
Mukul Mahanti,
Ulf J. Nilsson
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.7b03741
Subject(s) - chemistry , aryne , carbohydrate , scope (computer science) , sugar , reaction conditions , organic chemistry , combinatorial chemistry , catalysis , programming language , computer science
A CsF-mediated method has been developed for the N-arylation of amino sugars that affords good to excellent yields of arylated products under mild conditions involving the in situ generation of arynes. The reaction conditions tolerate a variety of common carbohydrate protecting groups and also performs exceptionally well on unprotected amino sugar derivatives. The reactions are scalable in moderate to good yields with broad scope.

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