Carboxylate‐Directed CH Functionalization DOI
Wanting Li, Jiahao Wu, Yu Wang

et al.

Handbook of CH‐Functionalization, Journal Year: 2022, Volume and Issue: unknown, P. 1 - 48

Published: Oct. 1, 2022

Abstract Transition metal‐catalyzed transformations involving converting CH bonds into CC or CX bond have been extensively explored, which expedite the synthesis of target molecules via novel and efficient disconnections in retrosynthetic analysis. Directing group‐assisted activation is one most used strategy to obtain site‐selective functionalization. Ideal directing groups are ubiquitously available, stable, easily removed, transformable. Carboxylates perfectly meet with those prerequisites. Carboxylic acids widely exist organic molecules, can be tracelessly removed by protodecarboxylation converted other functional groups. Thus, carboxylate‐directed significant importance.

Language: Английский

Rhodium-catalyzed ring-opening reaction of indole-directed arenes with azabenzonorbornadienes DOI Creative Commons

Yao Deng,

Jingchao Chen,

Zixiu Liu

et al.

Scientia Sinica Chimica, Journal Year: 2023, Volume and Issue: 53(9), P. 1735 - 1740

Published: June 27, 2023

The direct functionalization of C–H bonds has become an efficient method for constructing carbon–carbon in organic synthesis. As the transformation does not require pre-functionalization, it is regarded as atom-economic and step-economic method. The transition metal catalyzed selective provides a concise construction C–C C–X bonds. Although Rh(III)-catalyzed ring-opening reactions azabenzonorbornadienes via activation have been studied, usually addition oxidant or harsh reaction conditions. Herein, we develop with 2-arylindole, which oxidants, featured by high regioselectivity stereoselectivity good functional group compatibility. yield up to 98% under mild condition, thus convenient synthesis 2-aryl hydrogenaphthalene derivatives.

Language: Английский

Citations

0
Enantioselective Palladium(II)‐Catalyzed Desymmetrizative Coupling of 7‐Azabenzonorbornadienes with Alkynylanilines DOI

Junjie Meng,

Hui He,

Qianru Liu

et al.

Angewandte Chemie, Journal Year: 2023, Volume and Issue: 136(1)

Published: Nov. 9, 2023

Abstract A Pd II ‐catalyzed, domino enantioselective desymmetrizative coupling of 7‐azabenzonorbornadienes with alkynylanilines is disclosed herein. This operationally simple transformation generates three covalent bonds and two contiguous stereocenters excellent enantio‐ diastereo‐selectivity. The resulting functionalized indole‐dihydronaphthalene‐amine conjugates served as an appealing platform to streamline the diversity‐oriented synthesis (DOS) other valuable enantioenriched compounds. DFT calculations revealed that stabilizing non‐covalent interactions contributed observed enantioselectivity.

Language: Английский

Citations

0
Carboxylate‐Directed CH Functionalization DOI
Wanting Li, Jiahao Wu, Yu Wang

et al.

Handbook of CH‐Functionalization, Journal Year: 2022, Volume and Issue: unknown, P. 1 - 48

Published: Oct. 1, 2022

Abstract Transition metal‐catalyzed transformations involving converting CH bonds into CC or CX bond have been extensively explored, which expedite the synthesis of target molecules via novel and efficient disconnections in retrosynthetic analysis. Directing group‐assisted activation is one most used strategy to obtain site‐selective functionalization. Ideal directing groups are ubiquitously available, stable, easily removed, transformable. Carboxylates perfectly meet with those prerequisites. Carboxylic acids widely exist organic molecules, can be tracelessly removed by protodecarboxylation converted other functional groups. Thus, carboxylate‐directed significant importance.

Language: Английский

Citations

0