Activation of carbonyl beta-carbons for chemical transformations
AssigneeNanyang Technological University
InventorsYonggui Chi, Zhenqian Fu
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Abstract
The present invention relates to a method for synthesizing a compound of Formula (I) as defined herein, comprising: (i) activating a compound of Formula (II) as defined herein, by reacting said compound of Formula (II) with a compound of Formula (III) as defined herein, in the presence of a base, to obtain a compound of Formula (IV) as defined herein; and (ii) reacting the compound of Formula (IV) with an electrophile to obtain the compound of Formula (I). The present invention further relates to the organocatalysts used in the described methods and their respective uses.
Claims12
A method for synthesizing a compound of Formula (Ia)
- wherein
- n is 2;
- R1 is 2-furyl, propyl, methyl, phenyl, p-tolyl, p-anisyl, p-fluorophenyl, p-chlorophenyl, p-bromophenyl, or naphthyl,
- R2 is hydrogen;
- B is
- wherein R7 is phenyl, p-tolyl, p-chlorophenyl, p-bromophenyl, naphthyl, 2-thiofuryl, o-nitrophenyl, m-nitrophenyl, or p-nitrophenyl,
- wherein R8 is phenyl, 2-furyl, p-tolyl, p-chlorophenyl or p-bromophenyl,
- wherein Ar is phenyl, p-tolyl, p-chlorophenyl, p-bromophenyl, or 2-thiofuryl;
- and
- NHC⊕ is
- comprising:
- (i) activating a compound of Formula (IIa)
- wherein
- LG is —O—C6H4-para-NO2;
- by reacting said compound of Formula (IIa) with one of the compounds of Formula (III) in the presence of DBU (1,8-Diazabicyclo[5.4.0]undec-7-en)
- to obtain a compound of Formula (IVa)
- and
- (ii) reacting the compound of Formula (IVa) with an electrophile to obtain the compound of Formula (Ia),
- wherein the electrophile is selected from the group consisting of
Dependencies are inferred from the claim text.