Synthesis of Γ-Keto Sulfones Through Sulfonylation/Acylation of Alkenes Merging Nhc- and Photo-Catalysis DOI
Jie Liu,

Xu Sun,

Gan Zhang

et al.

Published: Jan. 1, 2024

Language: Английский

Access to N-Fused Quinazolinones by Radical-Promoted Cascade Annulations of Alkenyl N-Cyanamides with Aromatic Aldehydes DOI
Chada Raji Reddy,

Anootha Neeliveettil,

Uprety Ajaykumar

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(10), P. 7115 - 7124

Published: May 1, 2024

A cascade radical cyclization of alkenyl N-cyanamides with aromatic aldehydes has been achieved for an expeditious synthesis keto-methylated dihydropyrrolo-quinazolinones. Benzoyl radicals, generated from aryl in the presence di-tert-butyl peroxide (DTBP), promoted domino annulations leading to distinctive functionalized quinazolinones good yields. In addition, robustness present protocol is validated by employing heterocyclic and natural product-based aldehydes.

Language: Английский

Citations

3
Gold(I)-Catalyzed Intramolecular Bicyclization: Divergent Construction of Quinazolinone and Ampakine Analogues DOI
Chao Liu,

Adriano Bolognani,

Liangliang Song

et al.

Organic Letters, Journal Year: 2022, Volume and Issue: 24(46), P. 8536 - 8541

Published: Nov. 14, 2022

A gold(I)-catalyzed cascade intramolecular cyclization of Ugi adducts for the divergent construction quinazolinone and ampakine analogues has been developed in a rapid, highly efficient step-economical manner. This protocol shows high yields, excellent functional-group tolerance, broad substrate scope chemo- regioselectivity. The practicality this strategy is further demonstrated by scale-up reaction. Diverse oligopeptides are also found to be well tolerated, affording polycyclic products decorated with peptide chain.

Language: Английский

Citations

14
Visible-light-induced cascade radical cyclization for the synthesis of amide-functionalized fused quinazolinones DOI
Shenyuan Gao, Gang Xu, Jianhai Yang

et al.

Tetrahedron, Journal Year: 2024, Volume and Issue: 159, P. 134027 - 134027

Published: May 8, 2024

Language: Английский

Citations

2
Alkoxycarbonylation-triggered nitrile insertion/remote C(sp2)–H and C(sp3)–H functionalization to access esterified quinazolinones and amidines DOI

Shao-Qun Cai,

Hui-Xin Xiao,

Shi-Cui Fang

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(14), P. 3861 - 3867

Published: Jan. 1, 2024

A new alkoxycarbonyl radical triggered nitrile insertion/remote C(sp 2 )–H and 3 functionalization reaction is developed.

Language: Английский

Citations

2
Acid-catalyzed radical tandem alkylation/cyclization of unactivated alkenes with ketones: Access to ketoalkyl-substituted quinazolinone derivatives DOI

Jian-Li Wu,

Meng Yan,

Lulu Fan

et al.

Tetrahedron, Journal Year: 2024, Volume and Issue: 162, P. 134085 - 134085

Published: June 11, 2024

Language: Английский

Citations

2
Transition-metal-free radical difluorobenzylation/cyclization of unactivated alkenes: access to ArCF2-substituted ring-fused quinazolinones DOI
Jinwei Yuan, Meiyue Zhang, Yan Liu

et al.

Organic & Biomolecular Chemistry, Journal Year: 2022, Volume and Issue: 20(48), P. 9722 - 9733

Published: Jan. 1, 2022

A mild and efficient transition metal-free radical difluoroarylmethylation/cyclization of unactivated alkenes toward the synthesis quinazolinone derivatives with easily accessible α,α-difluoroarylacetic acids has been developed.

Language: Английский

Citations

11
Transition-metal-free radical phosphorylation/cyclization of unactivated alkenes: Access to phosphine-containing quinazolinones DOI Open Access
Shenyuan Gao, Jia Guo, Jianhai Yang

et al.

Tetrahedron, Journal Year: 2023, Volume and Issue: 148, P. 133669 - 133669

Published: Oct. 4, 2023

Language: Английский

Citations

6
Visible light-enabled synthesis of phosphorylated indolizine and pyridoindole derivatives via HAT-mediated radical cascade cyclization DOI

Kunrong Shen,

Chuan Feng,

Yilei Liu

et al.

Organic & Biomolecular Chemistry, Journal Year: 2023, Volume and Issue: 21(47), P. 9341 - 9345

Published: Jan. 1, 2023

A visible light-enabled cascade cyclization strategy is disclosed with concomitant phosphorylation and heterocycle construction. It provides a novel environmentally benign approach for accessing tetrahydroindolizine-containing phosphonates under metal-free conditions. Mechanistic studies revealed that phosphinoyl radicals were generated from H-phosphonates via HAT process.

Language: Английский

Citations

5
Photocatalytic alkenes to ring-fused quinazolin-4(3H)-ones via proton-transfer shuttle using TFA DOI
Xianming Wang,

Xinhan Li,

Luqian Zou

et al.

Tetrahedron, Journal Year: 2024, Volume and Issue: 158, P. 133990 - 133990

Published: April 11, 2024

Language: Английский

Citations

1
Visible-light promoted radical cascade cyclization of 3-allyl-2-arylquinazolinones for the synthesis of phosphorylated dihydroisoquinolino[1,2-b]quinazolinones DOI
Jun Huang,

Caijin Ban,

J. J. Qin

et al.

Chemical Communications, Journal Year: 2024, Volume and Issue: 60(62), P. 8119 - 8122

Published: Jan. 1, 2024

A novel visible-light promoted metal-free radical cascade cyclization reaction has been developed with 3-allyl-2-arylquinazolinones as a new class of acceptor. This photocatalytic protocol represents an efficient approach to construct phosphorylated dihydroisoquinolino[1,2-

Language: Английский

Citations

1