公开(公告)号：US09770711B2

公开(公告)日：2017-09-26

申请号：US15076434

申请日：2016-03-21

申请人： The Board of Trustees of the University of Illinois

发明人： M. Christina White ,  Shauna M. Paradine ,  Jennifer R. Griffin ,  Jinpeng Zhao ,  Aaron L. Petronico

IPC分类号： C07D291/06 ,  B01J31/18 ,  C07D515/06 ,  C07J71/00 ,  C07J41/00 ,  C07J63/00 ,  C07F13/00

CPC分类号： B01J31/183 ,  B01J2231/44 ,  B01J2531/72 ,  C07D291/06 ,  C07D515/06 ,  C07F13/005 ,  C07J41/005 ,  C07J41/0055 ,  C07J63/008 ,  C07J71/0094

摘要： The invention provides novel manganese catalysts such as [Mn(tBuPc)], which are general for the amination of all types of C(sp3)-H bonds (aliphatic, allylic, propargylic, benzylic, ethereal), including strong 1o aliphatic 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(sp3)-H bond types, such as selective 1o C—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.

公开(公告)号：US10961266B2

公开(公告)日：2021-03-30

申请号：US16569492

申请日：2019-09-12

申请人： The Board of Trustees of the University of Illinois

发明人： M. Christina White ,  Jinpeng Zhao

IPC分类号： C07D209/48 ,  C07F13/00 ,  C07C67/42 ,  C07C67/22 ,  C07C67/313 ,  C07D317/60 ,  C07D211/64 ,  C07D211/32 ,  C07D221/20 ,  C07D213/50 ,  C07D233/64 ,  C07D235/08 ,  C07D215/14 ,  C07J9/00 ,  B01J31/18 ,  C07C253/30

摘要： A chemoselective and reactive Mn(CF3-PDP) catalyst system that enables for the first time the strategic advantages of late-stage aliphatic C—H hydroxylation to be leveraged in aromatic compounds. This discovery will benefit small molecule therapeutics by enabling the rapid diversification of aromatic drugs and natural products and identification of their metabolites.

公开(公告)号：US20160272662A1

公开(公告)日：2016-09-22

申请号：US15076434

申请日：2016-03-21

申请人： The Board of Trustees of the University of Illinois

发明人： M. Christina White ,  Shauna M. Paradine ,  Jennifer R. Griffin ,  Jinpeng Zhao ,  Aaron L. Petronico

IPC分类号： C07F13/00 ,  B01J31/18 ,  C07J71/00 ,  C07D291/06 ,  C07D515/06

CPC分类号： B01J31/183 ,  B01J2231/44 ,  B01J2531/72 ,  C07D291/06 ,  C07D515/06 ,  C07F13/005 ,  C07J41/005 ,  C07J41/0055 ,  C07J63/008 ,  C07J71/0094

摘要： The invention provides novel manganese catalysts such as [Mn(tBuPc)], which are general for the amination of all types of C(sp3)-H bonds (aliphatic, allylic, propargylic, benzylic, ethereal), including strong 1o aliphatic 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(sp3)-H bond types, such as selective 1o C—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.

摘要翻译： 本发明提供了新型的锰催化剂，例如[Mn（tBuPc）]]，其通常用于所有类型的C（sp 3）-H键的胺化（脂族，烯丙基，炔丙基，苄基，醚基），包括强的1o脂族C- H键，同时实现优异的化学选择性，立体定向性和高官能团耐受性。 我们展示生物活性复合物分子的后期多样化，其包括C（sp 3）-H键类型的范围，例如桦木酸和去甲蝶呤衍生物的选择性1 C C H。 催化剂的反应性和选择性前所未有的平衡部分归因于其间歇性和协调性的C-H胺化机理。