[1,5]-Oxy/Thio/Azole Sigmatropic Rearrangement versus Indolyl-Spirocyclization: Tandem Reactions of 2-Azidobenzoate with Isocyanides for Accessing Quinazolin-4(3H)-ones DOI
Shu Chen, Xin Wang,

Wenhui Yang

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 25, 2024

A general protocol for the synthesis of a variety functionalized quinazolinones has been developed through sequential Pd-catalyzed coupling/1,5-alkyloxy/thio/azole shift/6π electrocyclization reaction isocyanides and 2-carbonylaryl azides. When 3-(2-isocyanoethyl)indoles were utilized, an unusual competitive between [1,5]-shift indole-spirocyclization was observed, which renders modular spiroindolenine-3,3'-pyrrolo[2,1-

Language: Английский

Alkyl amines and ethers as traceless hydride donors in [1,5]-hydride transfer cascade reactions DOI
Yao‐Bin Shen, Fangzhi Hu, Shuai‐Shuai Li

et al.

Organic & Biomolecular Chemistry, Journal Year: 2023, Volume and Issue: 21(4), P. 700 - 714

Published: Jan. 1, 2023

The use of alkyl amines and ethers as traceless hydride donors in [1,5]-hydride transfer cascade reactions has been reviewed herein.

Language: Английский

Citations

13

Study on 1,4-hydride shift triggered spirocyclization of arylidene imidazolones: substituent control on formation of indane or tetrahydrobenzazepine systems DOI

Amir M. Al Mufti,

Viktoria А. Ikonnikova, Alexander Yu. Smirnov

et al.

Mendeleev Communications, Journal Year: 2025, Volume and Issue: 35(1), P. 18 - 21

Published: Jan. 1, 2025

Language: Английский

Citations

0

Enantio- and Diastereoselective Tandem Giese Addition/Homolytic Aromatic Substitution Reaction via Visible-Light Photoredox Catalysis DOI
Hyemin Jeong,

Hwanseok Jung,

Dong Gyu Kim

et al.

ACS Catalysis, Journal Year: 2025, Volume and Issue: unknown, P. 4579 - 4585

Published: March 4, 2025

Language: Английский

Citations

0

1,7-Hydride transfer-involved dearomatization of quinolines to access C3-spiro hydroquinolines DOI Creative Commons

Da-Ying Shao,

Bin Qiu,

Zi-Kang Wang

et al.

Green Synthesis and Catalysis, Journal Year: 2024, Volume and Issue: unknown

Published: Feb. 1, 2024

1,7-Hydride transfer-involved dearomatization of quinolines toward C3-spiro hydroquinoline derivatives has been developed. This method offers a protocol to achieve the electron-deficient arenes via redox-neutral hydride transfer process. A series hydroquinolines can be provided in moderate excellent yields (up 98%) with good diastereoselectivities. Significant advantages such as high step- and atom-economy, well mild conditions, make it an appealing alternative quinolines.

Language: Английский

Citations

2

Diastereoselective Double Annulation of Allenoates with Povarov Adducts: Modular Synthesis of Multisubstituted Pyrroloquinolines DOI
Srinivasarao Yaragorla,

Doma Arun

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(22), P. 16838 - 16849

Published: Nov. 6, 2024

Herein, we report an atom-economical, one-pot, four-component, diastereoselective double-annulation reaction to construct polyfused pyrroloquinolines. This highlights the cyclization of in situ

Language: Английский

Citations

2

Cyclization Through Dual C(sp3)−H Functionalization DOI
Masoud Sadeghi

Advanced Synthesis & Catalysis, Journal Year: 2024, Volume and Issue: 366(17), P. 3542 - 3563

Published: July 11, 2024

Abstract C( sp 3 )−H functionalization methods have been widely employed in many organic transformations such as cyclization reactions, heterocycle synthesis, cross‐coupling protocols, and photochemical transformations. Among these transformations, reaction through offers a direct route to convert simple linear substrates complex products. There are three common modes of utilizing bonds reactions including single, double, dual functionalization. As the most challenging mode, refers converting two separate one molecule into desired C−Z which can be reactions. Cyclization via classified based on C−H reactivities. Therefore, categorized classes types activated‐activated, activated‐unactivated, unactivated‐unactivated bonds. Most published reports for involve activated‐activated However, number reported papers other has growing. This review focuses protocols used categorizes

Language: Английский

Citations

2

Photoinduced [1,5]-hydride shift triggered cyclization DOI
Надежда С. Балеева, Alexander Yu. Smirnov, Elvira R. Zaitseva

et al.

New Journal of Chemistry, Journal Year: 2023, Volume and Issue: 47(27), P. 12536 - 12540

Published: Jan. 1, 2023

ortho -Dialkylaminoarylidene malonates undergo hydrogen transfer mediated cyclization in the absence of a catalyst under irradiation. The process suits Green chemistry principles: it does not need any toxic solvents and requires only light to proceed.

Language: Английский

Citations

4

Eco-Friendly alpha,beta-C(sp3)-H Difunctionalization of Tertiary Amines via Sequential [1,5]-Hydride Transfer and Hetero-Diels-Alder Cyclization DOI
Yi Zhang, Huihui Yan, Peng Zhao

et al.

Chemical Communications, Journal Year: 2024, Volume and Issue: 60(77), P. 10712 - 10715

Published: Jan. 1, 2024

An unprecedented eco-friendly multi-component domino reaction for the synthesis of novel

Language: Английский

Citations

1

Assembly of spirocyclic pyrazolone-pyrrolo[4,3,2-de]quinoline skeleton via cascade [1,5] hydride transfer/cyclization by C(sp3)–H functionalization DOI
Xin Xie, He Huang, Yu Fan

et al.

Organic & Biomolecular Chemistry, Journal Year: 2023, Volume and Issue: 21(36), P. 7300 - 7304

Published: Jan. 1, 2023

An efficient, scalable cascade [1,5] hydride transfer/cyclization approach for the construction of spirocyclic pyrazolone-pyrrolo[4,3,2- de ]quinoline skeletons through C(sp 3 )–H functionalization.

Language: Английский

Citations

2

Stereodefined synthesis of cyclic amidines by domino 1,7-H shift and 6π electrocyclisation DOI Creative Commons
Matthew L. Martin, Claire Wilson, Alistair Boyer

et al.

Chemical Communications, Journal Year: 2023, Volume and Issue: 59(33), P. 4899 - 4902

Published: Jan. 1, 2023

Unsaturated N2-sulfonyl amidines are transformed into valuable N-heterocyclic products when heated with BF2OTf. Mechanism studies suggest a domino 1,7-H shift, activating C-H bond, followed by electrocylisation that results in stereodefined cyclic amidines.

Language: Английский

Citations

1