Metal-free and regiospecific synthesis of 3-arylindoles

2020 ◽  
Vol 18 (14) ◽  
pp. 2661-2671
Author(s):  
Chuangchuang Xu ◽  
Wenlai Xie ◽  
Jiaxi Xu
Keyword(s):  
Ring Opening ◽  
High Efficiency ◽  
Metal Free ◽  
Microwave Assisted ◽  
Fischer Indolization ◽  
Acid And Base ◽  
Nucleophilic Ring Opening

A microwave-assisted acid and base co-catalyzed strategy shows high efficiency in the synthesis of 3-arylindoles through tandem nucleophilic ring-opening and Fischer indolization of aryloxiranecarbonitriles and arylhydrazine hydrochlorides.

Synthesis of Polyethers from Epoxides via Binary Organocatalyst System

2021 ◽  
Author(s):  
Ge-Ge Gu ◽  
Li-Yang Wang ◽  
Rong Zhang ◽  
Tian-Jun Yue ◽  
Bai-Hao Ren ◽  
...  
Keyword(s):  
Ring Opening ◽  
High Efficiency ◽  
Main Chain ◽  
Ring Opening Polymerization ◽  
Metal Free ◽  
Molecular Weights ◽  
Chain Sequence ◽  
Catalyst Systems

The development of “metal-free” catalyst systems with high efficiency for the ring-opening polymerization (ROP) of epoxides, providing polyethers with controlled molecular weights and dispersity as well as desired main-chain sequence...

Microwave-assisted organic acid–base-co-catalyzed tandem Meinwald rearrangement and annulation of styrylepoxides

2020 ◽  
Vol 56 (14) ◽  
pp. 2131-2134 ◽  
Author(s):  
Yi Shi ◽  
Siqi Li ◽  
Yang Lu ◽  
Zizhen Zhao ◽  
Pingfan Li ◽  
...  
Keyword(s):  
Organic Acid ◽  
High Efficiency ◽  
Tandem Reaction ◽  
Acid Base ◽  
Microwave Assisted ◽  
Acid And Base ◽  
Very High

A microwave-assisted acid and base co-catalyzed strategy shows very high efficiency in the tandem reaction for the conversion of styrylepoxides into [1,1′-biaryl]-3-carbaldehydes.

Base-Mediated Ring Opening of meso-Epoxides with 4-Aryl-NH-1,2,3-triazoles: Synthesis of trans-2-(Aryltriazolyl)cycloalkanols

Synthesis ◽  
2017 ◽  
Vol 49 (17) ◽  
pp. 3985-3997 ◽  
Author(s):  
Ujjawal Bhagat ◽  
Rama Peddinti ◽  
Keyword(s):  
Ring Opening ◽  
Epoxide Ring ◽  
Epoxide Ring Opening ◽  
Metal Free ◽  
Organic Bases ◽  
Novel Method ◽  
Nucleophilic Ring Opening ◽  
Opening Process

A novel method of nucleophilic ring-opening of meso-epoxides with 4-aryl-NH-1,2,3-triazoles has been developed under metal-free conditions. The epoxide-ring opening process were carried out in the presence of organic bases (DABCO/Et3N) in acetonitrile at 85 °C to afford a regioisomeric mixture of trans-2-(4-aryl-2H-1,2,3-triazol-2-yl)cycloalkanols (2,4-disubstituted triazoles) as major adducts and trans-2-(4-aryl-1H-1,2,3-triazol-1-yl)cycloalkanols (1,4-disubstituted triazoles) as minor adducts in excellent combined chemical yields (isolated yield up to 99%).

scholarly journals Synthesis of 3,3-Diaryl/Heteroarylpropylamines via Nucleophilic Ring Opening of Activated Azetidines with Arenes and Heteroarenes: New Synthetic Route to (±)Tolterodine

ACS Omega ◽  
2018 ◽  
Vol 3 (12) ◽  
pp. 17562-17572 ◽  
Author(s):  
Gaurav Goswami ◽  
Navya Chauhan ◽  
Abhijit Mal ◽  
Subhomoy Das ◽  
Mowpriya Das ◽  
...  
Keyword(s):  
Ring Opening ◽  
Synthetic Route ◽  
Nucleophilic Ring Opening

scholarly journals (1R,4S,5S)-5-((3-Hydroxypropyl)amino)-4-((1-Methyl-1H-tetrazol-5-yl)thio)Cyclopent-2-en-1-ol

Molbank ◽  
10.3390/m1199 ◽  
2021 ◽  
Vol 2021 (2) ◽  
pp. M1199
Author(s):  
Milene A. G. Fortunato ◽  
Filipa Siopa ◽  
Carlos A. M. Afonso
Keyword(s):  
Spectral Data ◽  
13C Nmr ◽  
Ring Opening ◽  
Environmentally Friendly ◽  
Mass Spectral Data ◽  
Mass Spectral ◽  
Excellent Yield ◽  
Ring Opening Reaction ◽  
Nucleophilic Ring Opening

Using environmentally friendly conditions, the nucleophilic ring-opening reaction of 6-azabicyclo[3.1.0]hex-3-en-2-ol with 1-methyl-1H-tetrazole-5-thiol provided a novel thiol-incorporated aminocyclopentitol, (1R,4S,5S)-5-((3-hydroxypropyl)amino)-4-((1-methyl-1H-tetrazol-5-yl)thio)cyclopent-2-en-1-ol, in excellent yield (95%). The newly synthesized compound was analyzed and characterized via 1H, 13C-NMR, HSQC, and mass spectral data.

Stereochemistry of the nucleophilic ring-opening of activated bicyclo-[3.1.0]Hexanes.

1977 ◽  
Vol 18 (1) ◽  
pp. 109-112 ◽  
Author(s):  
Daiei Tunemoto ◽  
Nobuhiko Araki ◽  
Kiyosi Kondo
Keyword(s):  
Ring Opening ◽  
Nucleophilic Ring Opening
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