Direct synthesis of 3-acylbenzothiophenes via the radical cyclization of 2-alkynylthioanisoles with α-oxocarboxylic acids

2018 ◽  
Vol 54 (100) ◽  
pp. 14148-14151 ◽  
Author(s):  
Wei Liu ◽  
Yao-Qian Hu ◽  
Xiao-Yi Hong ◽  
Guo-Xing Li ◽  
Xiao-Bo Huang ◽  
...  
Keyword(s):  
Direct Synthesis ◽  
Radical Cyclization ◽  
Cascade Cyclization ◽  
Direct Route ◽  
Simple Chemical ◽  
Radical Cascade ◽  
Oxocarboxylic Acids

A radical cascade cyclization strategy has been developed to provide a direct route to access 3-acylbenzothiophenes from simple chemical feedstocks.

A radical cyclization cascade of 2-alkynylbenzonitriles with sodium arylsulfinates

2018 ◽  
Vol 16 (42) ◽  
pp. 7959-7963 ◽  
Author(s):  
Bang Zhou ◽  
Wenqi Chen ◽  
Yuzhong Yang ◽  
Yuan Yang ◽  
Guobo Deng ◽  
...  
Keyword(s):  
Radical Cyclization ◽  
Efficient Approach ◽  
Cascade Cyclization ◽  
Radical Cascade

We report an efficient approach to synthesize sulfonated indenones via a radical cascade cyclization of 2-alkynylbenzonitriles with sodium arylsulfinates.

Synthesis of Seleno Oxindoles via Iodine-induced Radical Cyclization of N-arylacrylamides with Diorganyl Diselenides

Synthesis ◽  
2022 ◽  
Author(s):  
Hongmei Jiang ◽  
Haicheng Shen ◽  
Cehua Li ◽  
Zheng Jin ◽  
Yanxue Shang ◽  
...  
Keyword(s):  
Radical Cyclization ◽  
Cascade Cyclization ◽  
Diphenyl Disulfide ◽  
Radical Cascade ◽  
Tandem Cyclization

A mild radical cascade cyclization of N-arylacrylamides with diselenides for the preparation of oxindoles via iodine oxidation is disclosed, which provide an eco-friendly process for the construction of C–Se bond. 25 Examples of N-arylacrylamide substrates were investigated with excellent yields. Besides, the tandem cyclization of acrylamide with diphenyl disulfide was also applicable under the same condition.

Direct synthesis of 4-hydroxycoumarins and 4-hydroxy-6-methyl-2-pyrone containing chroman-4-ones via silver catalyzed radical cascade cyclization reaction

2021 ◽  
Author(s):  
Suraj Sharma ◽  
Bipul Sarma ◽  
Gakul Baishya
Keyword(s):  
Direct Synthesis ◽  
Cyclization Reaction ◽  
Cascade Cyclization ◽  
Radical Cascade ◽  
First Time

For the first time, we report a novel silver catalyzed radical cascade cyclization reaction of 2-(allyloxy)arylaldehydes to synthesize two new libraries of chroman-4-ones by using 4-hydroxycoumarins and 4-hydroxy-6-methyl-2-pyrone as radical...

Fe-Catalyzed Conjunctive Cross-Couplings of Unactivated Alkenes with Grignard Reagents

2020 ◽  
Author(s):  
Lei Liu ◽  
Wes Lee ◽  
Cassandra R. Youshaw ◽  
Mingbin Yuan ◽  
Michael B. Geherty ◽  
...  
Keyword(s):  
Functional Groups ◽  
Cross Coupling ◽  
Alkyl Halides ◽  
Grignard Reagents ◽  
Turnover Frequency ◽  
Diverse Range ◽  
Cascade Cyclization ◽  
Radical Cascade

The first iron-catalyzed three-component cross-coupling of unactivated olefins with alkyl halides and Grignard reagents is reported. The reaction operates under fast turnover frequency and tolerates a diverse range of sp2-hybridized nucleophiles, alkyl halides, and unactivated olefins bearing diverse functional groups to yield the desired 1,2-alkylarylated products with high regiocontrol. Further, we demonstrate that this protocol is amenable for the synthesis of new (hetero)carbocycles including tetrahydrofurans and pyrrolidines via a three-component radical cascade cyclization/arylation that forges three new C-C bonds.

Eosin Y photoredox catalyzed net redox neutral reaction for regiospecific annulation to 3-sulfonylindoles via anion oxidation of sodium sulfinate salts

2018 ◽  
Vol 16 (4) ◽  
pp. 536-540 ◽  
Author(s):  
Rajendra S. Rohokale ◽  
Shrikant D. Tambe ◽  
Umesh A. Kshirsagar
Keyword(s):  
Visible Light ◽  
Eosin Y ◽  
Cascade Cyclization ◽  
Neutral Reaction ◽  
Neutral Process ◽  
Radical Cascade

An eosin Y photoredox catalyzed net redox neutral process for 3-sulfonylindoles via the anionic oxidation of sodium sulfinate salts and its radical cascade cyclization with 2-alkynyl-azidoarenes was developed with visible light as a mediator.

scholarly journals Preparation of optically active bicyclodihydrosiloles by a radical cascade reaction

2013 ◽  
Vol 9 ◽  
pp. 1326-1332 ◽  
Author(s):  
Koichiro Miyazaki ◽  
Yu Yamane ◽  
Ryuichiro Yo ◽  
Hidemitsu Uno ◽  
Akio Kamimura
Keyword(s):  
Silicon Atom ◽  
Cascade Reaction ◽  
Radical Cyclization ◽  
Optically Active ◽  
Unsaturated Ester ◽  
Terminal Alkyne ◽  
Silyl Radical ◽  
Vinyl Radical ◽  
Radical Cascade ◽  
Carbonyl Radical

Bicyclodihydrosiloles were readily prepared from optically active enyne compounds by a radical cascade reaction triggered by tris(trimethylsilyl)silane ((Me3Si)3SiH). The reaction was initiated by the addition of a silyl radical to an α,β-unsaturated ester, forming an α-carbonyl radical that underwent radical cyclization to a terminal alkyne unit. The resulting vinyl radical attacked the silicon atom in an SHi manner to give dihydrosilole. The reaction preferentially formed trans isomers of bicyclosiloles with an approximately 7:3 to 9:1 selectivity.

Iron-catalyzed radical cascade cyclization of oxime esters with isocyanides: synthesis of 1-cyanoalkyl isoquinolines and 6-cyanoalkyl phenanthridines

2021 ◽  
Vol 19 (39) ◽  
pp. 8597-8606
Author(s):  
Dengqi Xue ◽  
Rongqi Liu ◽  
Denggao Zhang ◽  
Ning Li ◽  
Yijie Xue ◽  
...  
Keyword(s):  
Cascade Cyclization ◽  
Radical Cascade

An iron-catalyzed radical cascade cyclization of oxime esters with isocyanides for the synthesis of 1-cyanoalkyl isoquinolines and 6-cyanoalkyl phenanthridines has been developed.

Catalytic Radical Cascade Cyclization of Alkene-Tethered Enones to Fused Bicyclic Cyclopropanols

2021 ◽  
Author(s):  
Ying Xie ◽  
Wei Huang ◽  
Song Qin ◽  
Shaomin Fu ◽  
Bo Liu
Keyword(s):  
Hydrogen Atom ◽  
Cascade Reaction ◽  
Hydrogen Atom Transfer ◽  
Atom Transfer ◽  
Trimethyl Borate ◽  
Cascade Cyclization ◽  
Radical Cascade ◽  
Privileged Scaffolds

An unprecedented hydrogen atom transfer-triggered intramolecular cascade reaction between alkene and enone is developed, using Fe(acac)3, PhSiH2(Oi-Pr) and trimethyl borate, to efficiently construct cis-fused bicyclic cyclopropanols, privileged scaffolds often found...

Electrochemical oxidative radical cascade cyclization of olefinic amides and thiophenols towards the synthesis of sulfurated benzoxazines, oxazolines and iminoisobenzofurans

2021 ◽  
Author(s):  
Fangling Lu ◽  
Jie Xu ◽  
Hao Li ◽  
Ke Wang ◽  
Dandan Ouyang ◽  
...  
Keyword(s):  
Cascade Cyclization ◽  
Radical Cascade

Heterocycles containing N and O are important structures in pharmaceuticals, agrochemicals and functional molecules.

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