Catalytic Direct Cyclization of Alkenyl Thioester

Date, Shiori; Hamasaki, Kensei; Sunagawa, Karen; Koyama, Hiroki; Sebe, Chikayoshi; Hiroya, Kou; Shigehisa, Hiroki

doi:10.1021/acscatal.9b05045

Cited by 43 publications

(27 citation statements)

References 58 publications

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“…124 Some other recent applications of this chemistry include the synthesis of structurally diverse benzofurans, thiophenes, 125 and spiroquinazolinones, 126 the synthesis of unnatural amino acids, 127 and intermolecular hydrothiolation of alkenes. 128…”

Section: Scheme 39 Mn-catalyzed Alkene/imine Reductive Couplingmentioning

confidence: 99%

Recent Developments in C–C Bond Formation Using Catalytic Reductive Coupling Strategies

Agrawal

Sieber²

2020

Synthesis

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Metal-catalyzed reductive coupling processes have emerged as a powerful methodology for the introduction of molecular complexity from simple starting materials. These methods allow for an orthogonal approach to that of redox-neutral strategies for the formation of C–C bonds by enabling cross-coupling of starting materials not applicable to redox-neutral chemistry. This short review summarizes the most recent developments in the area of metal-catalyzed reductive coupling utilizing catalyst turnover by a stoichiometric reductant that becomes incorporated in the final product.1 Introduction2 Ni Catalysis3 Cu Catalysis4 Ru, Rh, and Ir Catalysis4.1 Alkenes4.2 1,3-Dienes4.3 Allenes4.4 Alkynes4.5 Enynes5 Fe, Co, and Mn Catalysis6 Conclusion and Outlook

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Section: Scheme 39 Mn-catalyzed Alkene/imine Reductive Couplingmentioning

confidence: 99%

Recent Developments in C–C Bond Formation Using Catalytic Reductive Coupling Strategies

Agrawal

Sieber²

2020

Synthesis

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“…氧化, 实现自由基-极性交叉. 此基础上, 他们陆续将反应范围扩展到分子内的含氮 [32] 、氧 [33] 、碳 [34] 、硫 [35] 等官能团参与的环化, CoSalen 1f是通用性最好的催化 2018年, Pronin课题组 [36] 几乎与Pronin的报道同时, Shigehisa等 [44] 也报道最近, 叶克印、朱军等 [49] 利用CoSalen/N-氟代酰 6 基于Co(I)的还原偶联反应…”

Section: Hat产物烷基自由基可被体系中占主导地位的co(iii)unclassified

Recent advances in CoSalen-catalyzed radical reactions

Yin¹,

Ouyang²,

Wang³

et al. 2020

Sci. Sin.-Chim

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Recent advances in the iron-catalyzed CC bond formation via polar reactions of alcohols with carbon-centered nucleophiles Chinese Science Bulletin 57, 2335 (2012); N-heterocyclic carbene-catalyzed radical reactions SCIENCE CHINA Chemistry 63, 1 (2020); Recent advances in alkaline earth metal catalyzed hydroboration reactions SCIENTIA SINICA Chimica 50, 639 (2020); Advances of radical and photo reactions in natural products synthesis

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“…Recently, metal (Fe, Co, Mn)-catalyzed hydrofunctionalization of alkenes has been established as an attractive and robust strategy for the construction of structural skeletons via the metal hydride hydrogen atom transfer (MHAT) process [ 40 , 41 ]. The alkenes interact with the metal hydride in situ generated from the metal catalyst with hydrogen sources to form carbon radical species, which were involved in varieties of chemical bonds formation such as C–H [ 42 , 43 , 44 ], C–C [ 45 , 46 , 47 , 48 , 49 , 50 , 51 , 52 , 53 ], C–O [ 54 , 55 , 56 , 57 , 58 ], C–S [ 59 , 60 ], C–N [ 61 , 62 , 63 , 64 , 65 ], and C–F [ 66 , 67 ] bond coupling. However, hydrogen atom transfer-triggered the hydrofunctionalization of alkenes, leading to internal alkynes using acetylenic sulfones as alkyne source was less explored.…”

Section: Introductionmentioning

confidence: 99%