共 75 条
Tunable Silver-Catalyzed Nitrene Transfer: From Chemoselectivity to Enantioselective C-H Amination
被引:18
作者:

Liu, Wentan
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Wisconsin, Dept Chem, Madison, WI 53706 USA Univ Wisconsin, Dept Chem, Madison, WI 53706 USA

Choi, Isaac
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Wisconsin, Dept Chem, Madison, WI 53706 USA Univ Wisconsin, Dept Chem, Madison, WI 53706 USA

Zerull, Emily E.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Wisconsin, Dept Chem, Madison, WI 53706 USA Univ Wisconsin, Dept Chem, Madison, WI 53706 USA

Schomaker, Jennifer M.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Wisconsin, Dept Chem, Madison, WI 53706 USA Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
机构:
[1] Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
基金:
美国国家科学基金会;
关键词:
nitrene transfer;
C-N bond formation;
silver catalysis;
enantioselectivity;
amination;
amines;
aziridines;
C-H functionalization;
ATTRACTIVE NONCOVALENT INTERACTIONS;
ASYMMETRIC AZIRIDINATION;
PI INTERACTIONS;
COPPER;
AMIDATION;
COMPLEXES;
CHEMISTRY;
BONDS;
MECHANISM;
ALKENES;
D O I:
10.1021/acscatal.2c01097
中图分类号:
O64 [物理化学(理论化学)、化学物理学];
学科分类号:
070304 ;
081704 ;
摘要:
Transition-metal-catalyzed C-H aminations via nitrene transfer processes are powerful synthetic methods to construct valuable amines. Over the past decade, significant efforts in the field have resulted in an expansion in the utility of nitrene transfer chemistry, enabling the use of these carbon-nitrogen bond-forming reactions in complex organic molecule syntheses. This Perspective highlights efforts in silver-catalyzed nitrene transfer reactions that achieve chemo-, site-, and enantioselective transformations using simple N-dentate ligands that can serve as stepping stones for future investigations of other tunable C-H functionalizations.
引用
收藏
页码:5527 / 5539
页数:13
相关论文
共 75 条
[1]
Tunable, Chemo- and Site-Selective Nitrene Transfer Reactions through the Rational Design of Silver(I) Catalysts
[J].
Alderson, Juliet M.
;
Corbin, Joshua R.
;
Schomaker, Jennifer M.
.
ACCOUNTS OF CHEMICAL RESEARCH,
2017, 50 (09)
:2147-2158

Alderson, Juliet M.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Wisconsin, Dept Chem, 1101 Univ Ave, Madison, WI 53706 USA Univ Wisconsin, Dept Chem, 1101 Univ Ave, Madison, WI 53706 USA

Corbin, Joshua R.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Wisconsin, Dept Chem, 1101 Univ Ave, Madison, WI 53706 USA Univ Wisconsin, Dept Chem, 1101 Univ Ave, Madison, WI 53706 USA

Schomaker, Jennifer M.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Wisconsin, Dept Chem, 1101 Univ Ave, Madison, WI 53706 USA Univ Wisconsin, Dept Chem, 1101 Univ Ave, Madison, WI 53706 USA
[2]
Ligand-Controlled, Tunable Silver-Catalyzed C-H Amination
[J].
Alderson, Juliet M.
;
Phelps, Alicia M.
;
Scamp, Ryan J.
;
Dolan, Nicholas S.
;
Schomaker, Jennifer M.
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2014, 136 (48)
:16720-16727

Alderson, Juliet M.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Wisconsin, Dept Chem, 1101 Univ Ave, Madison, WI 53706 USA Univ Wisconsin, Dept Chem, 1101 Univ Ave, Madison, WI 53706 USA

Phelps, Alicia M.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Wisconsin, Dept Chem, 1101 Univ Ave, Madison, WI 53706 USA Univ Wisconsin, Dept Chem, 1101 Univ Ave, Madison, WI 53706 USA

Scamp, Ryan J.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Wisconsin, Dept Chem, 1101 Univ Ave, Madison, WI 53706 USA Univ Wisconsin, Dept Chem, 1101 Univ Ave, Madison, WI 53706 USA

Dolan, Nicholas S.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Wisconsin, Dept Chem, 1101 Univ Ave, Madison, WI 53706 USA Univ Wisconsin, Dept Chem, 1101 Univ Ave, Madison, WI 53706 USA

Schomaker, Jennifer M.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Wisconsin, Dept Chem, 1101 Univ Ave, Madison, WI 53706 USA Univ Wisconsin, Dept Chem, 1101 Univ Ave, Madison, WI 53706 USA
[3]
Syntheses of a Novel Fluorinated Trisphosphinoborate Ligand and Its Copper and Silver Complexes. Catalytic Activity toward Nitrene Transfer Reactions
[J].
Arenas, Ismael
;
Angeles Fuentes, M.
;
Alvarez, Eleuterio
;
Diaz, Yolanda
;
Caballero, Ana
;
Castillon, Sergio
;
Perez, Pedro J.
.
INORGANIC CHEMISTRY,
2014, 53 (08)
:3991-3999

Arenas, Ismael
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Rovira & Virgili, Dept Quim Analit & Quim Organ, E-43007 Tarragona, Spain Univ Rovira & Virgili, Dept Quim Analit & Quim Organ, E-43007 Tarragona, Spain

Angeles Fuentes, M.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Huelva, Lab Catalisis Homogenea, CIQSO Ctr Invest Quim Sostenible, Unidad Asociada,CSIC, Huelva 21007, Spain
Univ Huelva, Dept Quim & Ciencia Mat, Huelva 21007, Spain Univ Rovira & Virgili, Dept Quim Analit & Quim Organ, E-43007 Tarragona, Spain

Alvarez, Eleuterio
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Seville, CSIC, Inst Invest Quim Isla Cartuja, Seville 41092, Spain Univ Rovira & Virgili, Dept Quim Analit & Quim Organ, E-43007 Tarragona, Spain

Diaz, Yolanda
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Rovira & Virgili, Dept Quim Analit & Quim Organ, E-43007 Tarragona, Spain Univ Rovira & Virgili, Dept Quim Analit & Quim Organ, E-43007 Tarragona, Spain

Caballero, Ana
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Huelva, Lab Catalisis Homogenea, CIQSO Ctr Invest Quim Sostenible, Unidad Asociada,CSIC, Huelva 21007, Spain
Univ Huelva, Dept Quim & Ciencia Mat, Huelva 21007, Spain Univ Rovira & Virgili, Dept Quim Analit & Quim Organ, E-43007 Tarragona, Spain

Castillon, Sergio
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Rovira & Virgili, Dept Quim Analit & Quim Organ, E-43007 Tarragona, Spain Univ Rovira & Virgili, Dept Quim Analit & Quim Organ, E-43007 Tarragona, Spain

Perez, Pedro J.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Huelva, Lab Catalisis Homogenea, CIQSO Ctr Invest Quim Sostenible, Unidad Asociada,CSIC, Huelva 21007, Spain
Univ Huelva, Dept Quim & Ciencia Mat, Huelva 21007, Spain Univ Rovira & Virgili, Dept Quim Analit & Quim Organ, E-43007 Tarragona, Spain
[4]
Amidation of unfunctionalized hydrocarbons catalyzed by ruthenium cyclic amine or bipyridine complexes
[J].
Au, SM
;
Huang, JS
;
Che, CM
;
Yu, WY
.
JOURNAL OF ORGANIC CHEMISTRY,
2000, 65 (23)
:7858-7864

Au, SM
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Hong Kong, Dept Chem, Hong Kong, Hong Kong, Peoples R China Univ Hong Kong, Dept Chem, Hong Kong, Hong Kong, Peoples R China

Huang, JS
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Hong Kong, Dept Chem, Hong Kong, Hong Kong, Peoples R China Univ Hong Kong, Dept Chem, Hong Kong, Hong Kong, Peoples R China

Che, CM
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Hong Kong, Dept Chem, Hong Kong, Hong Kong, Peoples R China Univ Hong Kong, Dept Chem, Hong Kong, Hong Kong, Peoples R China

Yu, WY
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Hong Kong, Dept Chem, Hong Kong, Hong Kong, Peoples R China Univ Hong Kong, Dept Chem, Hong Kong, Hong Kong, Peoples R China
[5]
Aziridination of alkenes and amidation of alkanes by bis(tosylimido)ruthenium(VI) porphyrins. A mechanistic study
[J].
Au, SM
;
Huang, JS
;
Yu, WY
;
Fung, WH
;
Che, CM
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
1999, 121 (39)
:9120-9132

Au, SM
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Hong Kong, Dept Chem, Hong Kong, Peoples R China Univ Hong Kong, Dept Chem, Hong Kong, Peoples R China

Huang, JS
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Hong Kong, Dept Chem, Hong Kong, Peoples R China Univ Hong Kong, Dept Chem, Hong Kong, Peoples R China

Yu, WY
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Hong Kong, Dept Chem, Hong Kong, Peoples R China Univ Hong Kong, Dept Chem, Hong Kong, Peoples R China

Fung, WH
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Hong Kong, Dept Chem, Hong Kong, Peoples R China Univ Hong Kong, Dept Chem, Hong Kong, Peoples R China

Che, CM
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Hong Kong, Dept Chem, Hong Kong, Peoples R China Univ Hong Kong, Dept Chem, Hong Kong, Peoples R China
[6]
AROMATIC-AROMATIC INTERACTION - A MECHANISM OF PROTEIN-STRUCTURE STABILIZATION
[J].
BURLEY, SK
;
PETSKO, GA
.
SCIENCE,
1985, 229 (4708)
:23-28

BURLEY, SK
论文数: 0 引用数: 0
h-index: 0
机构:
HARVARD UNIV, SCH MED, DIV HLTH SCI & TECHNOL, BOSTON, MA 02115 USA HARVARD UNIV, SCH MED, DIV HLTH SCI & TECHNOL, BOSTON, MA 02115 USA

PETSKO, GA
论文数: 0 引用数: 0
h-index: 0
机构:
HARVARD UNIV, SCH MED, DIV HLTH SCI & TECHNOL, BOSTON, MA 02115 USA HARVARD UNIV, SCH MED, DIV HLTH SCI & TECHNOL, BOSTON, MA 02115 USA
[7]
Metal-free amidation of ether sp3 C-H bonds with sulfonamides using PhI(OAc)2
[J].
Campos, Jesus
;
Goforth, Sarah K.
;
Crabtree, Robert H.
;
Gunnoe, T. Brent
.
RSC ADVANCES,
2014, 4 (89)
:47951-47957

Campos, Jesus
论文数: 0 引用数: 0
h-index: 0
机构:
Yale Univ, Dept Chem, New Haven, CT 06520 USA Yale Univ, Dept Chem, New Haven, CT 06520 USA

Goforth, Sarah K.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Virginia, Dept Chem, Charlottesville, VA 22904 USA Yale Univ, Dept Chem, New Haven, CT 06520 USA

Crabtree, Robert H.
论文数: 0 引用数: 0
h-index: 0
机构:
Yale Univ, Dept Chem, New Haven, CT 06520 USA Yale Univ, Dept Chem, New Haven, CT 06520 USA

Gunnoe, T. Brent
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Virginia, Dept Chem, Charlottesville, VA 22904 USA Yale Univ, Dept Chem, New Haven, CT 06520 USA
[8]
Transition-metal-catalyzed aminations and aziridinations of C-H and C=C bonds with iminoiodinanes
[J].
Chang, Joyce Wei Wei
;
Ton, Thi My Uyen
;
Chan, Philip Wai Hong
.
CHEMICAL RECORD,
2011, 11 (06)
:331-357

Chang, Joyce Wei Wei
论文数: 0 引用数: 0
h-index: 0
机构:
Nanyang Technol Univ, Sch Phys & Math Sci, Div Chem & Biol Chem, Singapore 637371, Singapore Nanyang Technol Univ, Sch Phys & Math Sci, Div Chem & Biol Chem, Singapore 637371, Singapore

Ton, Thi My Uyen
论文数: 0 引用数: 0
h-index: 0
机构:
Nanyang Technol Univ, Sch Phys & Math Sci, Div Chem & Biol Chem, Singapore 637371, Singapore Nanyang Technol Univ, Sch Phys & Math Sci, Div Chem & Biol Chem, Singapore 637371, Singapore

Chan, Philip Wai Hong
论文数: 0 引用数: 0
h-index: 0
机构:
Nanyang Technol Univ, Sch Phys & Math Sci, Div Chem & Biol Chem, Singapore 637371, Singapore Nanyang Technol Univ, Sch Phys & Math Sci, Div Chem & Biol Chem, Singapore 637371, Singapore
[9]
Complementary Strategies for Directed C(sp3)-H Functionalization: A Comparison of Transition-Metal-Catalyzed Activation, Hydrogen Atom Transfer, and Carbene/Nitrene Transfer
[J].
Chu, John C. K.
;
Rovis, Tomislav
.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION,
2018, 57 (01)
:62-101

Chu, John C. K.
论文数: 0 引用数: 0
h-index: 0
机构:
Colorado State Univ, Dept Chem, Ft Collins, CO 80523 USA Columbia Univ, Dept Chem, 3000 Broadway, New York, NY 10027 USA

Rovis, Tomislav
论文数: 0 引用数: 0
h-index: 0
机构:
Columbia Univ, Dept Chem, 3000 Broadway, New York, NY 10027 USA
Colorado State Univ, Dept Chem, Ft Collins, CO 80523 USA Columbia Univ, Dept Chem, 3000 Broadway, New York, NY 10027 USA
[10]
Manganese-catalysed benzylic C(sp3)-H amination for late-stage functionalization
[J].
Clark, Joseph R.
;
Feng, Kaibo
;
Sookezian, Anasheh
;
White, M. Christina
.
NATURE CHEMISTRY,
2018, 10 (06)
:583-591

Clark, Joseph R.
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Illinois, Dept Chem, Roger Adams Lab, Urbana, IL 61801 USA Univ Illinois, Dept Chem, Roger Adams Lab, Urbana, IL 61801 USA

Feng, Kaibo
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Illinois, Dept Chem, Roger Adams Lab, Urbana, IL 61801 USA Univ Illinois, Dept Chem, Roger Adams Lab, Urbana, IL 61801 USA

Sookezian, Anasheh
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Illinois, Dept Chem, Roger Adams Lab, Urbana, IL 61801 USA Univ Illinois, Dept Chem, Roger Adams Lab, Urbana, IL 61801 USA

White, M. Christina
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Illinois, Dept Chem, Roger Adams Lab, Urbana, IL 61801 USA Univ Illinois, Dept Chem, Roger Adams Lab, Urbana, IL 61801 USA