Phosphine-catalyzed [3 + 2] cycloaddition of phthalazinium dicyanomethanides with allenoates: highly efficient synthesis of 1,2,3,10b-tetrahydropyrrolo[2,1-a]phthalazine derivatives

RSC Advances ◽  
2016 ◽  
Vol 6 (81) ◽  
pp. 77931-77936 ◽  
Author(s):  
Chunhao Yuan ◽  
Leijie Zhou ◽  
Zhanhu Sun ◽  
Hongchao Guo
Keyword(s):  
Heterocyclic Compounds ◽  
Room Temperature ◽  
Efficient Synthesis ◽  
Highly Efficient

The phosphine-catalyzed [3 + 2] cycloaddition has been achieved at room temperature, providing novel heterocyclic compounds, 1,2,3,10b-tetrahydropyrrolo[2,1-a]phthalazine derivatives, as single (Z)-isomers in excellent yields (88–99% yield).

CuI/Et2NH-Catalyzed One-Pot Highly Efficient Synthesis of 1,4-Disubstituted 1,2,3-Triazoles in Green Solvent Glycerol

Synthesis ◽  
2018 ◽  
Vol 50 (11) ◽  
pp. 2191-2199 ◽  
Author(s):  
Yongde Zhao ◽  
Shengqiang Guo ◽  
Yang Zhou ◽  
Bencai Dai ◽  
Cuimeng Huo ◽  
...  
Keyword(s):  
Catalytic System ◽  
Sodium Azide ◽  
Room Temperature ◽  
Green Solvent ◽  
Efficient Synthesis ◽  
One Pot ◽  
Highly Efficient ◽  
Three Component Reaction ◽  
Efficient Route ◽  
Terminal Acetylenes

A concise one-pot three-component reaction of organic halides­, terminal acetylenes, and sodium azide provided an efficient route for the synthesis of 1,2,3-triazoles. A variety of 1,2,3-triazoles were prepared in good to excellent yields with green solvent glycerol. This procedure used CuI and diethylamine, which are two easily available reagents as the new catalytic system at room temperature.

scholarly journals Highly Efficient Synthesis of Hindered 3-Azoindoles via Metal-Free C–H Functionalization of Indoles

Synthesis ◽  
2020 ◽  
Vol 52 (04) ◽  
pp. 574-580
Author(s):  
Nicolas Jacob ◽  
Lucas Guillemard ◽  
Joanna Wencel-Delord
Keyword(s):  
Steric Hindrance ◽  
Room Temperature ◽  
Efficient Synthesis ◽  
Atom Economy ◽  
Photochromic Compounds ◽  
Metal Free ◽  
Highly Efficient ◽  
Simple Protocol ◽  
Potential Applications

Although 3-azoindoles have recently emerged as an appealing family of photoswitch molecules, the synthesis of such compounds has been poorly covered in the literature. Herein a high-yielding and operationally simple protocol is reported allowing the synthesis of 3-azoindoles, featuring important steric hindrance around the azo motif. Remarkably, this C–H coupling is characterized by excellent atom economy and occurs under metal-free conditions, at room temperature, and within few minutes, delivering the expected products in excellent yields (quantitatively in most of the cases). Accordingly, a library of new molecules, with potential applications as photochromic compounds, is prepared.

Highly Efficient Synthesis of Phenols by Copper-Catalyzed Oxidative Hydroxylation of Arylboronic Acids at Room Temperature in Water

2010 ◽  
Vol 12 (9) ◽  
pp. 1964-1967 ◽  
Author(s):  
Jimin Xu ◽  
Xinyan Wang ◽  
Changwei Shao ◽  
Deyong Su ◽  
Guolin Cheng ◽  
...  
Keyword(s):  
Room Temperature ◽  
Efficient Synthesis ◽  
Arylboronic Acids ◽  
Highly Efficient

K2S2O8-Mediated Arylmethylation of Indoles with Tertiary Amines via sp3 C–H Oxidation in Water

Synlett ◽  
2018 ◽  
Vol 29 (17) ◽  
pp. 2306-2310 ◽  
Author(s):  
Lal Yadav ◽  
Rana Singh ◽  
Manjula Singh ◽  
Arvind Yadav
Keyword(s):  
Transition Metal ◽  
Room Temperature ◽  
Tertiary Amines ◽  
Efficient Synthesis ◽  
One Pot ◽  
Catalyst Free ◽  
Highly Efficient

A transition-metal- and catalyst-free, highly efficient synthesis of 3-arylmethylindoles has been achieved using tertiary amines as both methylene (-CH2-) transfer and arylmethylation agents and K2S2O8 as a convenient oxidant. The key feature of this protocol is the utilisation of K2S2O8 as an inexpensive and easy to handle radical surrogate that can effectively promote the reaction, leading to the formation of C(sp2)–C(sp3)–C(sp2) bonds via sp3 C–H bond oxidation in water at room temperature in a one-pot procedure.

Highly effective copper-mediated gem-difluoromethylenation of arylboronic acids

2014 ◽  
Vol 50 (56) ◽  
pp. 7527-7530 ◽  
Author(s):  
Guobin Ma ◽  
Wen Wan ◽  
Qingyang Hu ◽  
Haizhen Jiang ◽  
Jing Wang ◽  
...  
Keyword(s):  
Heterocyclic Compounds ◽  
Room Temperature ◽  
Boronic Acids ◽  
Arylboronic Acids ◽  
Highly Efficient ◽  
Highly Effective

A simple and highly efficient Cu-mediated gem-difluoromethylenation of a variety of aryl boronic acids with bromodifluoromethylated heterocyclic compounds has been disclosed. The transformations were performed in air at room temperature without ligands, bases, or additives.

ChemInform Abstract: Highly Efficient Synthesis of Phenols by Copper-Catalyzed Oxidative Hydroxylation of Arylboronic Acids at Room Temperature in Water.

ChemInform ◽  
2010 ◽  
Vol 41 (36) ◽  
pp. no-no
Author(s):  
Jimin Xu ◽  
Xinyan Wang ◽  
Changwei Shao ◽  
Deyong Su ◽  
Guolin Cheng ◽  
...  
Keyword(s):  
Room Temperature ◽  
Efficient Synthesis ◽  
Arylboronic Acids ◽  
Highly Efficient
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