Electrochemical C–N bond activation for deaminative reductive coupling of Katritzky salts DOI Creative Commons

Yeqing Liu,

Xiangzhang Tao, Yu Mao

и другие.

Nature Communications, Год журнала: 2021, Номер 12(1)

Опубликована: Ноя. 19, 2021

Electrosynthesis has received great attention among researchers in both academia and industry as an ideal technique to promote single electron reduction without the use of expensive catalysts. In this work, we report electrochemical Katritzky salts alkyl radicals by sacrificing easily accessible metal anode. This catalyst electrolyte free platform broad applicability transfer chemistry, including fluoroalkenylation, alkynylation thiolation. The deaminative functionalization is facilitated rapid molecular diffusion across microfluidic channels, demonstrating practicality that outpaces conventional electrochemistry setups.

Язык: Английский

Radical coupling from alkyl amines DOI
Duanyang Kong, Patrick J. Moon, Rylan J. Lundgren

и другие.

Nature Catalysis, Год журнала: 2019, Номер 2(6), С. 473 - 476

Опубликована: Июнь 13, 2019

Язык: Английский

Процитировано

77

Manganese-mediated reductive functionalization of activated aliphatic acids and primary amines DOI Creative Commons

Zhan Li,

Kefeng Wang, Xin Zhao

и другие.

Nature Communications, Год журнала: 2020, Номер 11(1)

Опубликована: Окт. 7, 2020

Abstract Alkyl carboxylic acids as well primary amines are ubiquitous in all facets of biological science, pharmaceutical chemical science and materials science. By conversion to redox-active esters (RAE) Katritzky’s N -alkylpyridinium salts, respectively, alkyl serve ideal starting forge new connections. In this work, a Mn-mediated reductive decarboxylative/deaminative functionalization activated aliphatic is disclosed. A series C-X (X = S, Se, Te, H, P) C-C bonds efficiently constructed under simple mild reaction conditions. The protocol applicable the late-stage modification some structurally complex natural products or drugs. Preliminary mechanistic studies suggest involvement radicals pathway.

Язык: Английский

Процитировано

75

Boron, silicon, nitrogen and sulfur-based contemporary precursors for the generation of alkyl radicals by single electron transfer and their synthetic utilization DOI
Vincent Corcé, Cyril Ollivier, Louis Fensterbank

и другие.

Chemical Society Reviews, Год журнала: 2022, Номер 51(4), С. 1470 - 1510

Опубликована: Янв. 1, 2022

Recent developments in the use of boron, silicon, nitrogen and sulfur derivatives single-electron transfer reactions for generation alkyl radicals are described. Photoredox catalyzed, electrochemistry promoted or thermally-induced oxidative reductive processes discussed highlighting their synthetic scope discussing mechanistic pathways.

Язык: Английский

Процитировано

67

Recent Advances in C(sp3)–C(sp3) Cross-Coupling Chemistry: A Dominant Performance of Nickel Catalysts DOI
Ramagonolla Kranthikumar

Organometallics, Год журнала: 2022, Номер 41(6), С. 667 - 679

Опубликована: Март 4, 2022

The formation of a new C–C bond at sp3-hybridized centers is highly desirable, as it opens up unique, unexplored chemical space. revolutionary discoveries in this field meet the longstanding challenge forming stereocontrolled bonds and provide rapid access to C(sp3)-rich drug molecules. improved catalytic systems have enabled creative design challenging transformations. latest advancements nickel catalysis are particularly attractive shown excellent performance field. progress that has been made toward C(sp3)–C(sp3) (traditional cross-electrophile couplings) past decade highlighted review.

Язык: Английский

Процитировано

66

Electrochemical C–N bond activation for deaminative reductive coupling of Katritzky salts DOI Creative Commons

Yeqing Liu,

Xiangzhang Tao, Yu Mao

и другие.

Nature Communications, Год журнала: 2021, Номер 12(1)

Опубликована: Ноя. 19, 2021

Electrosynthesis has received great attention among researchers in both academia and industry as an ideal technique to promote single electron reduction without the use of expensive catalysts. In this work, we report electrochemical Katritzky salts alkyl radicals by sacrificing easily accessible metal anode. This catalyst electrolyte free platform broad applicability transfer chemistry, including fluoroalkenylation, alkynylation thiolation. The deaminative functionalization is facilitated rapid molecular diffusion across microfluidic channels, demonstrating practicality that outpaces conventional electrochemistry setups.

Язык: Английский

Процитировано

62