David John Knapp

US Patent:

20130317223, Nov 28, 2013

Filed:

Nov 6, 2012

Appl. No.:

13/669906

Inventors:

David M. Knapp - Boonville IN, US
Eric P. Gillis - Wallingford CT, US

Assignee:

The Board of Trustees of the University of Illinois - Urbana IL

International Classification:

C07B 61/00
C07D 307/80
C07D 333/16
C07D 409/04
C07D 401/04
C07D 209/12
C07C 41/30
C07D 307/36
C07D 413/04
C07D 405/04
C07D 307/42
C07D 207/333

US Classification:

544356, 549497, 549469, 549 78, 549 59, 548531, 548509, 568628, 549502, 549506, 548217, 544405, 544353

Abstract:

A method of performing a chemical reaction includes reacting a compound selected from the group consisting of an organohalide and an organo-pseudohalide, and a protected organoboronic acid represented by formula (I) in a reaction mixture:where Rrepresents an organic group, T represents a conformationally rigid protecting group, and B represents boron having sphybridization. When unprotected, the corresponding organoboronic acid is unstable by the boronic acid neat stability test. The reaction mixture further includes a base having a pKof at least 1 and a palladium catalyst. The method further includes forming a cross-coupled product in the reaction mixture.

US Patent:

20160376260, Dec 29, 2016

Filed:

Apr 29, 2016

Appl. No.:

15/142418

Inventors:

- Urbana IL, US
David M. Knapp - Boonville IN, US
Eric P. Gillis - Wallingford CT, US

International Classification:

C07D 413/04
C07D 307/80
C07D 333/16
C07D 207/34
C07D 209/30
C07C 41/30
C07D 405/04
C07D 409/04
C07D 241/42
C07D 213/16
C07D 263/56
C07D 213/50
C07D 213/57
C07D 401/04
C07C 1/32
C07D 307/42

Abstract:

A method of performing a chemical reaction includes reacting a compound selected from the group consisting of an organohalide and an organo-pseudohalide, and a protected organoboronic acid represented by formula (I) in a reaction mixture:where Rrepresents an organic group, T represents a conformationally rigid protecting group, and B represents boron having sphybridization. When unprotected, the corresponding organoboronic acid is unstable by the boronic acid neat stability test. The reaction mixture further includes a base having a pKof at least 1 and a palladium catalyst. The method further includes forming a cross-coupled product in the reaction mixture.

US Patent:

20150246905, Sep 3, 2015

Filed:

Apr 14, 2015

Appl. No.:

14/686502

Inventors:

- Urbana IL, US
David M. Knapp - Boonville IN, US
Eric P. Gillis - Wallingford CT, US

International Classification:

C07D 413/04
C07D 307/80
C07D 333/16
C07D 409/04
C07D 209/12
C07C 41/30
C07D 405/04
C07D 307/42
C07D 207/333

Abstract:

A method of performing a chemical reaction includes reacting a compound selected from the group consisting of an organohalide and an organo-pseudohalide, and a protected organoboronic acid represented by formula (I) in a reaction mixture:where Rrepresents an organic group, T represents a conformationally rigid protecting group, and B represents boron having sphybridization. When unprotected, the corresponding organoboronic acid is unstable by the boronic acid neat stability test. The reaction mixture further includes a base having a pKof at least 1 and a palladium catalyst. The method further includes forming a cross-coupled product in the reaction mixture.