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Organocatalytic Enantioselective Aminoalkylation of 5‐Aminopyrazole Derivatives with Cyclic Imines
Author(s) -
CarcellerFerrer Laura,
González del Campo Aleix,
Vila Carlos,
Blay Gonzalo,
Muñoz M. Carmen,
Pedro José R.
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.202001314
Subject(s) - chemistry , enantioselective synthesis , moiety , squaramide , organocatalysis , asymmetric hydrogenation , organic chemistry , dichloromethane , catalysis , solvent
In this communication, an efficient asymmetric aminoalkylation of 5‐aminopyrazole derivatives with cyclic benzoxathiazine 2,2‐dioxides catalyzed by a quinine‐derived squaramide in dichloromethane has been established. This is the first example of 5‐aminopyrazole derivatives in asymmetric catalysis. A variety of chiral sulfamidates bearing an aminopyrazole moiety were obtained in good yields (up to 98 %) and moderate to excellent enantioselectivities (up to 99 % ee ).
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