scholarly journals Iodide/H2O2 Catalyzed Intramolecular Oxidative Amination for the Synthesis of 3,2′-Pyrrolidinyl Spirooxindoles

Molecules ◽  
2018 ◽  
Vol 23 (9) ◽  
pp. 2265 ◽  
Author(s):  
Yu-Ting Gao ◽  
Xiao-Yang Jin ◽  
Qi Liu ◽  
An-Di Liu ◽  
Liang Cheng ◽  
...  
Keyword(s):  
Hydrogen Peroxide ◽  
Ammonium Iodide ◽  
Reaction Conditions ◽  
Oxidative Amination ◽  
Metal Free ◽  
High Yields

An ammonium iodide/hydrogen peroxide-mediated intramolecular oxidative amination of 3-aminoalkyl-2-oxindoles was achieved, affording the corresponding 3,2′-pyrrolidinyl spirooxindoles and their 6- or 7-membered analogous in moderate to high yields. This metal-free procedure features very mild reaction conditions, non-toxicity and easily handled hydrogen peroxide as a clean oxidant.

Metal-free Synthesis of N-Sulfonylformamidines via Skeletal Reconstruction of Sulfonyl Oximonitriles

2022 ◽  
Author(s):  
Feng Li ◽  
Ziyan Wu ◽  
Jingjing Wang ◽  
Siyuan Zhang ◽  
Jiaxin Yu ◽  
...  
Keyword(s):  
Secondary Amines ◽  
Domino Reaction ◽  
Reaction Conditions ◽  
Metal Free ◽  
High Yields ◽  
Skeletal Reconstruction

We firstly develop an unprecedented domino reaction of sulfonyl oximonitriles with secondary amines to streamline synthesis of N-sulfonylformamidines in decent to high yields under mild reaction conditions. In addition, the...

scholarly journals Design, Synthesis, and In Vitro Evaluation of Benzofuro[3,2-c]Quinoline Derivatives as Potential Antileukemia Agents

Molecules ◽  
2020 ◽  
Vol 25 (1) ◽  
pp. 203 ◽  
Author(s):  
Ying Lin ◽  
Dong Xing ◽  
Wen-Biao Wu ◽  
Gao-Ya Xu ◽  
Li-Fang Yu ◽  
...  
Keyword(s):  
Intramolecular Cyclization ◽  
Biological Evaluation ◽  
Quinoline Derivatives ◽  
Reaction Conditions ◽  
Design Synthesis ◽  
In Vitro Evaluation ◽  
Metal Free ◽  
Sequential Transformation ◽  
High Yields

Herein, we design and synthesize an array of benzofuro[3,2-c]quinolines starting from 3-(2-methoxyphenyl)quinolin-4(1H)ones via a sequential chlorination/demethylation, intramolecular cyclization pathway. This sequential transformation was efficient, conducted under metal-free and mild reaction conditions, and yielded corresponding benzofuro[3,2-c]quinolines in high yields. In vitro biological evaluation indicated that such type of compounds showed excellent antileukemia activity and selectivity, and therefore may offer a promising hit compound for developing antileukemia compounds.

scholarly journals Direct access to multi-functionalized benzenes via [4 + 2] annulation of α-cyano-β-methylenones and α,β-unsaturated aldehydes

RSC Advances ◽  
2020 ◽  
Vol 10 (49) ◽  
pp. 29171-29174 ◽  
Author(s):  
Qianfa Jia ◽  
Yunfei Lan ◽  
Xin Ye ◽  
Yinhe Lin ◽  
Qiao Ren
Keyword(s):  
Direct Access ◽  
Reaction Conditions ◽  
Metal Free ◽  
Unsaturated Aldehydes ◽  
Wide Range ◽  
High Yields

An efficient [4 + 2] benzannulation of α-cyano-β-methylenones and α,β-unsaturated aldehydes was achieved under metal-free reaction conditions selectively delivering a wide range of polyfunctional benzenes in high yields respectively (up to 94% yield).

scholarly journals Transition Metal-free Epoxidation of Alkenes Based on the Existence of (2- hydroxypropyl)-β-CD

2015 ◽  
Vol 9 (1) ◽  
pp. 20-24
Author(s):  
Shi Dongpo ◽  
Yin Xianqing ◽  
Zheng Yancheng ◽  
Chen wu ◽  
Fu Jiaxin ◽  
...  
Keyword(s):  
Aqueous Solution ◽  
Hydrogen Peroxide ◽  
Transition Metal ◽  
Sodium Bicarbonate ◽  
Ambient Temperature ◽  
Metal Free ◽  
High Yields ◽  
Epoxidation Of Alkenes

A green, efficient epoxidation of alkenes with hydrogen peroxide (HO) and sodium bicarbonate (NaHCO3) catalyzed by (2-hydroxypropyl)-β-cyclodextrin (2-hp-β-CD) in aqueous solution has been investigated in detail. A range of alkenes were epoxidized at ambient temperature with high yields.

Transition-Metal-Free Synthesis of Trifluoromethylated Furans via a Bu3P-Mediated Tandem Acylation–Wittig Reaction

Synlett ◽  
2020 ◽  
Vol 31 (20) ◽  
pp. 2035-2038
Author(s):  
Wei Zhou ◽  
Maizhan Li
Keyword(s):  
Transition Metal ◽  
Functional Groups ◽  
Nucleophilic Addition ◽  
Wittig Reaction ◽  
Reaction Conditions ◽  
Metal Free ◽  
Highly Efficient ◽  
Intramolecular Wittig Reaction ◽  
High Yields

AbstractA highly efficient nucleophilic addition–O-acylation–intramolecular Wittig reaction of β-trifluoromethyl α,β-enones is disclosed. This strategy features mild reaction conditions and provides a practical transition-metal-free method to a set of biologically significant trifluoromethylated furans in high yields with diverse functional groups.

Visible-Light-Driven Phosphonoalkylation of Alkenes

Synlett ◽  
2021 ◽  
Vol 32 (04) ◽  
pp. 378-382
Author(s):  
Yue-Ming Jiang ◽  
Jie Liu ◽  
Qiang Fu ◽  
Yu-Ming Yu ◽  
Da-Gang Yu
Keyword(s):  
Transition Metal ◽  
Visible Light ◽  
Functional Group ◽  
Reaction Conditions ◽  
Metal Free ◽  
Alkyl Sulfonates ◽  
Visible Light Driven ◽  
High Yields

AbstractPhosphonylation of alkenes is important for the generation of valuable organophosphines. However, redox-neutral difunctionalization of alkenes with readily available H-P(O) compounds remains underdeveloped. Herein, we report the first visible-light-driven redox-neutral phosphonoalkylation of alkenes. A variety of organophosphorus-containing three-membered carbocyclic scaffolds are synthesized from alkene-bearing alkyl sulfonates with H-P(O) compounds. The transition-metal-free protocol displays good functional group tolerance, broad substrate scope, high yields, and mild reaction conditions.

Direct oxidative amination of aromatic aldehydes with amines in a continuous flow system using a metal-free catalyst

RSC Advances ◽  
2016 ◽  
Vol 6 (76) ◽  
pp. 72121-72126 ◽  
Author(s):  
Jiajia Gu ◽  
Zheng Fang ◽  
Chengkou Liu ◽  
Xin Li ◽  
Ping Wei ◽  
...  
Keyword(s):  
Continuous Flow ◽  
Flow System ◽  
Aromatic Aldehydes ◽  
Reaction Conditions ◽  
Oxidative Amination ◽  
Metal Free ◽  
Continuous Flow System

Metal-free oxidative amination of aromatic aldehydes with amines in a continuous flow system under mild reaction conditions.

Transition-Metal-Free Synthesis of Thiosulfonates through Radical Coupling Reaction

Synlett ◽  
2018 ◽  
Vol 29 (15) ◽  
pp. 2076-2080 ◽  
Author(s):  
Wen-Ting Wei ◽  
Zhiyong Guo ◽  
Guodong Zhou ◽  
Xu-Dong Xu ◽  
Gan-Ping Chen
Keyword(s):  
Transition Metal ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Mechanistic Studies ◽  
Reaction Conditions ◽  
Coupling Process ◽  
Metal Free ◽  
Radical Coupling ◽  
Radical Coupling Reaction ◽  
High Yields

An efficient and practical transition-metal-free radical ­coupling reaction of sulfonyl hydrazides mediated by NIS/K2S2O8 has been developed to afford a variety of biological activity thiosulfonates in moderate to excellent yields. Compared to a known approach for the synthesis of thiosulfonates from sulfonyl hydrazides, this strategy features high yields, mild reaction conditions, and broad substrate scope. The mechanistic studies revealed that the procedure undergoes via a radical cross-coupling process for the construction of S–S bonds.

scholarly journals Metal-Free Synthesis of Biaryl- and Teraryl-Cored Diarylmethanes by Ring Transformation of 2H-Pyran-2-ones

Synthesis ◽  
2018 ◽  
Vol 51 (06) ◽  
pp. 1435-1444 ◽  
Author(s):  
Fateh Singh ◽  
Priyanka Kole
Keyword(s):  
Reaction Products ◽  
Ring Transformation ◽  
Reaction Conditions ◽  
Metal Free ◽  
High Yields

An efficient metal-free approach for the synthesis of functionalized biaryl-cored diarylmethanes is described by the ring transformation of 2H-pyran-2-ones using 4-phenylbutan-2-one as carbanion source. Moreover, 2H-pyran-2-ones were reacted with 1,3-diphenylacetone in the presence of base to achieve functionalized teraryl-cored diarylmethanes. All the ring transformation reactions were performed under mild reaction conditions to afford the biaryl- and teraryl-cored reaction products in high yields.

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