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Silver and Brønsted Acid Catalyzed Nazarov‐Type Cyclizations To Generate Benzofulvenes
Author(s) -
Cordier Pierre,
Aubert Corinne,
Malacria Max,
Lacôte Emmanuel,
Gandon Vincent
Publication year - 2009
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200903675
Subject(s) - trifluoromethanesulfonate , catalysis , aryl , type (biology) , transformation (genetics) , computer science , chemistry , combinatorial chemistry , organic chemistry , biology , ecology , biochemistry , alkyl , gene
Easy as pie : Expedient access to aryl‐substituted benzofulvenes is described. α‐Hydroxyallenes 1 that bear two aryl groups at C1 (red circle) are directly transformed into these products at room temperature by using silver triflate as a catalyst or Brønsted acids. The transformation involves dealkoxylation and subsequent 4π electrocyclization (Nazarov reaction).