A Gold‐Catalyzed Acid‐Assisted Regioselective Cyclization for the Synthesis of Polysubstituted Oxazoles | Zendy

Wang Qian | Zendy; Hoffmann Stephanie | Zendy; Schießl Jasmin | Zendy; Rudolph Matthias | Zendy; Rominger Frank | Zendy; Hashmi A. Stephen K. | Zendy

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A Gold‐Catalyzed Acid‐Assisted Regioselective Cyclization for the Synthesis of Polysubstituted Oxazoles

Author(s) -

Wang Qian,

Hoffmann Stephanie,

Schießl Jasmin,

Rudolph Matthias,

Rominger Frank,

Hashmi A. Stephen K.

Publication year - 2020

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.201900699

Subject(s) - regioselectivity , chemistry , oxazole , alkyne , catalysis , pyridine , combinatorial chemistry , organic chemistry

Polysubstituted oxazole derivatives are obtained through a regioselective gold‐catalyzed reaction of α‐alkynylamides and alkynoates in the presence of nitriles. The intermediary obtained gold carbenes are generated by alkyne oxidation with a pyridine N ‐oxide. Acidic conditions ensure that only one of the two carbonyl oxygen atoms in these intermediates selectively cyclizes to the products in excellent yields.

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