Cited by Transition-metal-free isofunctional reaction of α,β-unsaturated ketones/nitriles

Catalytic [4+2]- and [4+4]-cycloaddition using furan-fused cyclobutanone as a privileged C4 synthon DOI

Kemiao Hong,

Mengting Liu,

Lixin Qian

et al.

Nature Communications, Journal Year: 2024, Volume and Issue: 15(1)

Published: June 26, 2024

Abstract Cycloaddition reactions play a pivotal role in synthetic chemistry for the direct assembly of cyclic architectures. However, hurdles remain extending C4 synthon to construct diverse heterocycles via programmable [4+n]-cycloaddition. Here we report an atom-economic and modular intermolecular cycloaddition using furan-fused cyclobutanones (FCBs) as versatile synthon. In contrast well-documented benzocyclobutenones, this is complementary version FCB reagent. It involves C-C bond activation sequence, including Rh-catalyzed enantioselective [4 + 2]-cycloaddition with imines Au-catalyzed diastereoselective 4]-cycloaddition anthranils. The obtained lactams, which are motifs that present many natural products, bioactive molecules, materials, inaccessible or difficult prepare by other methods. Preliminary antitumor activity study indicates 6e 6 f exhibit high anticancer potency against colon cancer cells (HCT-116, IC 50 = 0.50 ± 0.05 μM) esophageal squamous cell carcinoma (KYSE-520, 0.89 0.13 μM), respectively.

Language: Английский

Citations

Enantioselective desymmetrization and parallel kinetic resolution of cyclopropanes via C–C activation: Synthesis of chiral β-lactams DOI

Hao Wu, Yiyao Wang,

Shiyuan Sui

et al.

Chem, Journal Year: 2024, Volume and Issue: unknown

Published: Sept. 1, 2024

Language: Английский

Citations

Rhodium-catalyzed C–C bond alkenylation and arylation of α-branched N-sulfonyl amines DOI

Lun Xu,

Yucheng Liu,

Hang Shi

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(8), P. 2182 - 2188

Published: Jan. 1, 2024

In this work, we described a rhodium-catalyzed C–C bond cleavage of α-branched amines via β-carbon elimination, then formed five-membered rhodacycle intermediate, which can be captured by styrene(alkenylation) or silane(arylation).

Language: Английский

Citations

Assessing the activity and stereoselectivity of heterobimetallic Zr/Co complexes catalyzed terminal alkyne dimerization: A DFT study DOI

Yuanyuan Sun, Yanli Zeng, Xiaoyan Li

et al.

Applied Organometallic Chemistry, Journal Year: 2024, Volume and Issue: 38(6)

Published: March 29, 2024

Early/late heterobimetallic complexes are widely recognized as one of the most effective catalysts for activating coupling reactions. Herein, DFT calculations were used to investigate specific mechanisms terminal alkyne dimerization facilitated by two types Zr/Co complexes: bis (phosphinoamide) complex B and mono C . In addition, their reaction activities compared with that three ligand‐bridged A The results show activated reactions similar, all them contain inner‐ outer‐sphere mechanisms, inner is optimal process. Compared , dimerizations have lower energy barriers better selectivity E ‐isomer; thus, mono‐ bis‐(phosphinoamide) expected activity than tris complexes. stereoselectivity ‐, Z gem ‐isomers controlled reductive elimination IRI analysis reveals ‐ influenced due notable repulsion vdW interaction between second MeNPMe 2 ligand. Our work provides a theoretical basis experimental applications offers inspiration design high

Language: Английский

Citations

Transition-metal-free isofunctional reaction of α,β-unsaturated ketones/nitriles DOI

Runyou Ye,

Jialin Ming,

Qinyue Tao

et al.

Science China Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Sept. 29, 2024

Language: Английский

Citations