The patent badge is an abbreviated version of the USPTO patent document. The patent badge does contain a link to the full patent document.

The patent badge is an abbreviated version of the USPTO patent document. The patent badge covers the following: Patent number, Date patent was issued, Date patent was filed, Title of the patent, Applicant, Inventor, Assignee, Attorney firm, Primary examiner, Assistant examiner, CPCs, and Abstract. The patent badge does contain a link to the full patent document (in Adobe Acrobat format, aka pdf). To download or print any patent click here.

Date of Patent:
Sep. 26, 2017

Filed:

Mar. 21, 2016
Applicant:

The Board of Trustees of the University of Illinois, Urbana, IL (US);

Inventors:

M. Christina White, Champaign, IL (US);

Shauna M. Paradine, Cambridge, MA (US);

Jennifer R. Griffin, Champaign, IL (US);

Jinpeng Zhao, Champaign, IL (US);

Aaron L. Petronico, Champaign, IL (US);

Attorneys:
Primary Examiner:
Int. Cl.
CPC ...
C07D 291/06 (2006.01); B01J 31/18 (2006.01); C07D 515/06 (2006.01); C07J 71/00 (2006.01); C07J 41/00 (2006.01); C07J 63/00 (2006.01); C07F 13/00 (2006.01);
U.S. Cl.
CPC ...
B01J 31/183 (2013.01); C07D 291/06 (2013.01); C07D 515/06 (2013.01); C07F 13/005 (2013.01); C07J 41/005 (2013.01); C07J 41/0055 (2013.01); C07J 63/008 (2013.01); C07J 71/0094 (2013.01); B01J 2231/44 (2013.01); B01J 2531/72 (2013.01);
Abstract

The invention provides novel manganese catalysts such as [Mn(BuPc)], which are general for the amination of all types of C(sp)-H bonds (aliphatic, allylic, propargylic, benzylic, ethereal), including strong 1aliphatic C—H bonds, while achieving excellent chemoselectivity, stereospecificity, and high functional group tolerance. We demonstrate the late-stage diversification of bioactive complex molecules that encompass the range of C(sp)-H bond types, such as selective 1C—H aminations of betulinic acid and pleuromutilin derivatives. The catalysts' unprecedented balance of reactivity and selectivity is in part attributed to its mechanism of C—H amination that lies between stepwise and concerted.


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