Alicyclic‐Amine‐Derived Imine‐BF3 Complexes: Easy‐to‐Make Building Blocks for the Synthesis of Valuable α‐Functionalized Azacycles DOI

Subhradeep Dutta,

Jae Hyun Kim, Kamal Bhatt

et al.

Angewandte Chemie International Edition, Journal Year: 2023, Volume and Issue: 63(1)

Published: Nov. 1, 2023

A new strategy to access α-functionalized alicyclic amines via their corresponding imine-BF

Language: Английский

Electrochemical oxidative C(sp3)–H cross-coupling with hydrogen evolution DOI

Zhaoliang Yang,

Wenyan Shi, Hesham Alhumade

et al.

Nature Synthesis, Journal Year: 2023, Volume and Issue: 2(3), P. 217 - 230

Published: Feb. 16, 2023

Language: Английский

Citations

68

Transition-metal catalyzed C–H activation as a means of synthesizing complex natural products DOI

Soumya Kumar Sinha,

Pintu Ghosh, Shubhanshu Jain

et al.

Chemical Society Reviews, Journal Year: 2023, Volume and Issue: 52(21), P. 7461 - 7503

Published: Jan. 1, 2023

Over the past few decades, advent of C–H activation has led to a rethink among chemists about synthetic strategies employed for multi-step transformations.

Language: Английский

Citations

55

Recent advances in the functionalization of saturated cyclic amines DOI
Yan He, Zhi Zheng, Jintao Yang

et al.

Organic Chemistry Frontiers, Journal Year: 2021, Volume and Issue: 8(16), P. 4582 - 4606

Published: Jan. 1, 2021

Functionalized cyclic amines are the essential structural moieties of numerous biologically active compounds. This review summarized most recent advances in C–H, C–N and C–C bond functionalization saturated amines.

Language: Английский

Citations

63

Metal surfaces catalyse polarization-dependent hydride transfer from H2 DOI
Hai‐Xu Wang, Wei Lun Toh, Bryan Y. Tang

et al.

Nature Catalysis, Journal Year: 2023, Volume and Issue: 6(4), P. 351 - 362

Published: April 17, 2023

Language: Английский

Citations

28

Merging dearomatization with redox-neutral C(sp3)–H functionalization via hydride transfer/cyclization: recent advances and perspectives DOI
Fangzhi Hu, Yao‐Bin Shen, Liang Wang

et al.

Organic Chemistry Frontiers, Journal Year: 2022, Volume and Issue: 9(18), P. 5041 - 5052

Published: Jan. 1, 2022

This review highlights the encouraging advances in hydride transfer-involved dearomatization reaction during past decade, content of which is categorized according to acceptors, namely vinylogous imines and quinone methides.

Language: Английский

Citations

34

Hydride Transfer-Initiated Cross-Dehydrogenative Coupling Reaction to Access Nine-Membered Rings DOI
Xiao‐De An,

Da-Ying Shao,

Bin Qiu

et al.

Organic Letters, Journal Year: 2023, Volume and Issue: 25(14), P. 2432 - 2437

Published: April 5, 2023

An unprecedented hydride transfer-triggered cross-dehydrogenative coupling of two C(sp3)-H bonds to target nine-membered rings has been developed. Salient features this methodology include atom and step economy metal-free redox-neutral conditions, with water as the byproduct proceeding well even decomposed aldehydes.

Language: Английский

Citations

17

Remote proton elimination: C–H activation enabled by distal acidification DOI
Phillip Grant, Miloš Vavrík, Vincent Porte

et al.

Science, Journal Year: 2024, Volume and Issue: 384(6697), P. 815 - 820

Published: May 16, 2024

Generally, the acidity of carbon-hydrogen bonds is most sensitive to functionality just one or two away. Here, we present an approach formation carbon-carbon σ by remote proton elimination, a distinct mode activation enabled distal acidification through five bonds. Application elimination cyclodecyl cations unveiled appealing method for synthesis decalins. The transformation regioconvergent, proceeds without need directing group precious metal, and demonstrates exquisite site selectivity. An in-depth computational study illuminated reaction mechanism. Additionally, describe complete stereoisomeric enrichment decalin products epimerization mediated hydrogen atom transfer.

Language: Английский

Citations

8

Synthesis of Polysubstituted Naphthalenes by a Hydride Shift Mediated C–H Bond Functionalization/Aromatization Sequence DOI

Koutarou Amano,

Tomoko Kawasaki‐Takasuka, Keiji Mori

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(9), P. 1824 - 1827

Published: Feb. 28, 2024

A synthetic strategy for forming multisubstituted naphthalenes based on hydride shift mediated C(sp3)–H bond functionalization was developed. This consists of three successive transformations: (1) an intramolecular functionalization; (2) a decarboxylative fragmentation; and (3) oxidation reaction. When benzylidene malonates having 2-alkoxyethyl group at the ortho position were treated with catalytic amount Al(OTf)3, shift/cyclization reaction proceeded smoothly to afford tetralin derivatives in good chemical yields. The resulting tetralins easily converted into by exposing them modified Krapcho decarboxylation conditions (LiCl, DMSO, heating under O2 atmosphere). one-pot operation these two reactions also realized.

Language: Английский

Citations

7

Unactivated C(sp3)-H functionalization via vinyl cations DOI
Xi‐Jia Liu,

Xu Yin,

Conghui Tang

et al.

Science China Chemistry, Journal Year: 2021, Volume and Issue: 65(1), P. 20 - 30

Published: Oct. 19, 2021

Language: Английский

Citations

33

C(sp3)–H Bond Functionalization Mediated by Hydride a Shift/Cyclization System DOI
Keiji Mori

Bulletin of the Chemical Society of Japan, Journal Year: 2022, Volume and Issue: 95(2), P. 296 - 305

Published: Jan. 12, 2022

Abstract An efficient catalytic internal redox reaction (hydride shift mediated C(sp3)–H bond functionalization) has been developed, which the following salient features: (1) functionalization, (2) Lewis and/or Brønsted acid catalyzed (transition metals employed in conventional C–H functionalization are not required), and (3) construction of complex polycycles that otherwise difficult to synthesize by methods. Our recent efforts on development novel types hydride shift/cyclization system described.

Language: Английский

Citations

26