One pot sequential reactions and novel products produced thereby
AssigneeIowa State University Research Foundation, Inc.
InventorsNandakumar Valsan, John Verkade
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Abstract
A method for producing sequenced reaction products comprising performing, in one pot, a first reaction at a lower temperature followed by a second reaction at a higher temperature in the presence of a catalyst system comprising a proazahosphatrane in combination with a palladium compound is provided. In one embodiment, the first reaction is a double amination reaction and the second reaction is an arylation. Use of one pot and a single catalyst system for each set of sequential reactions is efficient and economical. Novel N,N-diarylaminostyrenes and N,N-diarylaminostilbenes are produced according to the methods described herein.
Claims19
A method for producing sequenced reaction products comprising:
- performing, in one pot, a first reaction at a lower temperature followed by a second reaction at a higher temperature in the presence of a catalyst system comprising a proazaphosphatrane in combination with a palladium compound.
The method of claim I wherein the lower temperature is about 40 to 60° C. and the higher temperature is about 100 to 120° C.
A method for producing a N,N-diarylaminostilbene comprising combining a styrene, one or more aryl halides, a homogenous catalyst of formula:
- wherein R′, R″ and R′″ are selected from the group consisting of H, (C1-C8)alkyl, and (C6-C9)aryl under conditions wherein the homogenous catalyst, in combination with a palladium compound, catalyzes formation of the N,N-diarylaminostilbene.
A stilbene compound comprising:
- wherein R, R1 and R2=3,5-dimethyl, 3-CH3, 3-CH3-4-OCH3 or 3-OCH3;
- or R═R1=3-OCH3 and R2═H;
- or R═R1=4-OCH3 and R2=3-CH3.
A styrene compound comprising:
- wherein R═R1=3,5-dimethyl, 3-CH3-4-OCH3, 4-ter-butyl or 4-Cl, or R1=4-CH3 and R =4-OCH33-CH3 or 3-OCH3.
Dependencies are inferred from the claim text.