General catalyst for C-H functionalization

M Christina White; Jinpeng Zhao; Shauna M Paradine; Jennifer R Griffin; Aaron L Petronico

General catalyst for C-H functionalization

M Christina White (Inventor), Jinpeng Zhao (Inventor), Shauna M Paradine (Inventor), Jennifer R Griffin (Inventor), Aaron L Petronico (Inventor)

Research output: Patent

Abstract

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.

Original language	English (US)
U.S. patent number	9770711
Filing date	3/21/16
State	Published - Sep 26 2017

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title = "General catalyst for C-H functionalization",

abstract = "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.",

author = "White, {M Christina} and Jinpeng Zhao and Paradine, {Shauna M} and Griffin, {Jennifer R} and Petronico, {Aaron L}",

note = "GOVERNMENT SUPPORT This invention was made with government support under Grant No. 1R01 GM112492A awarded by the National Institutes of Health. The government has certain rights in the invention.; 9770711",

year = "2017",

month = sep,

day = "26",

language = "English (US)",

type = "Patent",

}

TY - PAT

T1 - General catalyst for C-H functionalization

AU - White, M Christina

AU - Zhao, Jinpeng

AU - Paradine, Shauna M

AU - Griffin, Jennifer R

AU - Petronico, Aaron L

N1 - GOVERNMENT SUPPORT This invention was made with government support under Grant No. 1R01 GM112492A awarded by the National Institutes of Health. The government has certain rights in the invention.

PY - 2017/9/26

Y1 - 2017/9/26

N2 - 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.

AB - 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.

M3 - Patent

M1 - 9770711

Y2 - 2016/03/21

ER -

General catalyst for C-H functionalization

Abstract

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