Transition-metal-free, base-promoted annulation/ring-cleavage/ring-reconstruction cascades: a facile access to N-protection free indole-indenones

2021 ◽  
Author(s):  
Na Luo ◽  
Zhen-Wei Sun ◽  
Xing-Xin Xu ◽  
Xiao-Qiang Hu ◽  
Feng-Cheng Jia
Keyword(s):  
Transition Metal ◽  
Cascade Reaction ◽  
Ring Cleavage ◽  
Free Base ◽  
Metal Free ◽  
One Step ◽  
Step Transition ◽  
Straightforward Approach

A one-step, transition-metal-free, base-promoted cascade reaction of 2-halogenated arylglyoxals with 2-oxindoles is reported herein, which provides a straightforward approach to structurally diverse free (NH)-indeno[2,1-b]indol-6(5H)-ones in satisfactory yields. Control experiments indicated...

One-pot transition-metal-free cascade synthesis of thieno[2,3-c]coumarins from chromones

RSC Advances ◽  
2016 ◽  
Vol 6 (106) ◽  
pp. 103895-103898 ◽  
Author(s):  
Yuhong Yang ◽  
Xueyu Qi ◽  
Ruiling Liu ◽  
Qian He ◽  
Chunhao Yang
Keyword(s):  
Transition Metal ◽  
Cascade Reaction ◽  
Free Base ◽  
One Pot ◽  
Metal Free

A one-pot transition-metal-free, base-mediated synthesis of a novel series of functionalized thieno[2,3-c]coumarins has been developed through a cascade reaction from chromones.

A metal-free radical cascade reaction of phosphine oxides with 2-aryloxy phenylacetylenes to assemble diphosphonyl xanthene derivatives

2021 ◽  
Author(s):  
Tao Fan ◽  
Yan Liu ◽  
Caina Jiang ◽  
Yanli Xu ◽  
Yan-Yan Chen
Keyword(s):  
Free Radical ◽  
Transition Metal ◽  
Cascade Reaction ◽  
Phosphine Oxides ◽  
Metal Free ◽  
Mild Conditions ◽  
Xanthene Derivatives ◽  
Reaction Proceeds ◽  
Radical Cascade

A radical cascade reaction of 2-aryloxy phenylacetylene with phosphine oxides promoted by K2S2O8 was developed, provided diphosphonyl xanthenes as products. This reaction proceeds under transition metal-free and mild conditions with...

Facile Access to Triazole-Fused 3,1-Benzoxazines Enabled by Metal-Free Base-Promoted Intramolecular C–O Coupling

Synthesis ◽  
2021 ◽  
Author(s):  
Yury N. Kotovshchikov ◽  
Stepan S. Tatevosyan ◽  
Gennadij V. Latyshev ◽  
Nikolay V. Lukashev ◽  
Irina P. Beletskaya
Keyword(s):  
Transition Metal ◽  
Functional Group ◽  
Cost Effective ◽  
Reductive Cleavage ◽  
Effective Procedure ◽  
Free Base ◽  
Metal Free ◽  
Fused Heterocycles ◽  
Convenient Approach

AbstractA convenient approach to assemble 1,2,3-triazole-fused 4H-3,1-benzoxazines has been developed. Diverse alcohol-tethered 5-iodotriazoles, readily accessible by a modified protocol of Cu-catalyzed (3+2)-cycloaddition, were utilized as precursors of the target fused heterocycles. The intramolecular C–O coupling proceeded efficiently under base-mediated transition-metal-free conditions, furnishing cyclization products in yields up to 96%. Suppression of the competing reductive cleavage of the C–I bond was achieved by the use of Na2CO3 in acetonitrile at 100 °C. This practical and cost-effective procedure features a broad substrate scope and valuable functional group tolerance.

A transition-metal-free multicomponent reaction towards constructing chiral 2H-1,4-benzoxazine scaffolds

2020 ◽  
Vol 22 (21) ◽  
pp. 7506-7512
Author(s):  
Lixiang Zhu ◽  
Xiaoyu Ren ◽  
Juan Du ◽  
Jia-Hong Wu ◽  
Jian-Ping Tan ◽  
...  
Keyword(s):  
Transition Metal ◽  
Multicomponent Reaction ◽  
Phosphonium Salt ◽  
Cascade Reaction ◽  
Metal Free

A transition-metal-free multicomponent cascade reaction of α-halogenated ketones, ortho-aminophenols, and aldehydes using a dipeptide phosphonium salt catalyst was developed for the construction of various 2H-1,4-benzoxazines.

Transition metal-free base-promoted arylation of sulfenate anions with diaryliodonium salts

2019 ◽  
Vol 6 (1) ◽  
pp. 32-35 ◽  
Author(s):  
Lei Wang ◽  
Mingjie Chen ◽  
Junliang Zhang
Keyword(s):  
Transition Metal ◽  
Free Base ◽  
Metal Free ◽  
Diaryliodonium Salts

A base-promoted formal arylation of general sulfenate anions with diaryliodonium salts under transition-metal-free conditions has been described.

Stereoselective three-component cascade synthesis of α-substituted 2,4-dienamides from gem-difluorochloro ethanes

2019 ◽  
Vol 55 (95) ◽  
pp. 14355-14358
Author(s):  
Shyamsundar Das ◽  
Nakeun Ko ◽  
Eunsung Lee ◽  
Sang Eun Kim ◽  
Byung Chul Lee
Keyword(s):  
Transition Metal ◽  
Claisen Rearrangement ◽  
Cascade Reaction ◽  
One Pot ◽  
Metal Free

Herein, we describe a new transition metal-free Claisen rearrangement for the synthesis of α-substituted 2,4-dienamide. This one-pot, stereoselective three-component cascade reaction affords various polysubstituted 2,4-dienamides in good yields.

Transition Metal‐Free, Base‐Induced Arylation of Amino Acids: Synthesis of N ‐( para ‐Substituted phenyl)amino‐2‐carboxylic acids

2020 ◽  
Vol 5 (28) ◽  
pp. 8644-8648 ◽  
Author(s):  
Adejoke D. Osinubi ◽  
Josephat U. Izunobi ◽  
Olayinka T. Asekun ◽  
Oluwole B. Familoni ◽  
Xiaoguang Bao
Keyword(s):  
Amino Acids ◽  
Transition Metal ◽  
Carboxylic Acids ◽  
Free Base ◽  
Metal Free

Diversity-Oriented Synthesis of Functionalized Imidazopyridine Analogues with Anti-Cancer Activity through a Transition-Metal Free, One-pot Cascade Reaction

2018 ◽  
Vol 360 (19) ◽  
pp. 3655-3661 ◽  
Author(s):  
Gui-Ting Song ◽  
Nicholas McConnell ◽  
Zhong-Zhu Chen ◽  
Xiao-Fang Yao ◽  
Jiu-Hong Huang ◽  
...  
Keyword(s):  
Transition Metal ◽  
Cascade Reaction ◽  
One Pot ◽  
Diversity Oriented Synthesis ◽  
Metal Free ◽  
Anti Cancer ◽  
Cancer Activity

Transition-Metal-Free Synthesis of 2-Arylimidazolones via Cascade Reaction between Arynes and α,α′-Disubstituted α-Isocyanoacetamides

2016 ◽  
Vol 18 (9) ◽  
pp. 1992-1995 ◽  
Author(s):  
Alessandro Gesù ◽  
Claudio Pozzoli ◽  
Enza Torre ◽  
Silvio Aprile ◽  
Tracey Pirali
Keyword(s):  
Transition Metal ◽  
Cascade Reaction ◽  
Metal Free

BPO-promoted direct oxidative C–H functionalization of unactivated alkanes into 6-alkyl-6H-benzo[c]chromenes under transition-metal-free conditions

2019 ◽  
Vol 17 (33) ◽  
pp. 7715-7722 ◽  
Author(s):  
Lei Ji ◽  
Qinfei Deng ◽  
Ping Liu ◽  
Peipei Sun
Keyword(s):  
Free Radical ◽  
Transition Metal ◽  
Cascade Reaction ◽  
Vinyl Ethers ◽  
Metal Free

A simple and efficient BPO-promoted free radical-based cascade reaction of biaryl vinyl ethers with easily available unactivated alkanes has been developed.

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