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Organocatalytic Inverse‐Electron‐Demand Diels–Alder Reactions of Ketones with 1,3,5‐Triazines
Author(s) -
Yang Kai,
Dang Qun,
Bai Xu
Publication year - 2017
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.201700212
Subject(s) - chemistry , hydrazine (antidepressant) , substrate (aquarium) , triazine , organic chemistry , scope (computer science) , organocatalysis , diels–alder reaction , combinatorial chemistry , catalysis , biochemistry , enantioselective synthesis , oceanography , computer science , programming language , geology
An organocatalytic version of the inverse‐electron‐demand Diels–Alder (IEDDA) reaction of 1,3,5‐triazines was successfully developed. Hydrazine was used an effective organocatalyst for the direct IEDDA reaction of ketones with 1,3,5‐triazines. This reaction has an expanded substrate scope relative to other 1,3,5‐triazine IEDDA reactions and is also more operationally simple; thus, it is a succinct, economical, and green approach for the preparation of highly functionalized pyrimidines from readily available ketones.