Potassium carbonate-mediated tandem C–S and C–N coupling reaction for the synthesis of phenothiazines under transition-metal-free and ligand-free conditions

RSC Advances ◽  
2016 ◽  
Vol 6 (29) ◽  
pp. 24257-24260 ◽  
Author(s):  
San Wu ◽  
Wei-Ye Hu ◽  
Song-Lin Zhang
Keyword(s):  
Transition Metal ◽  
Potassium Carbonate ◽  
Coupling Reaction ◽  
Metal Catalyst ◽  
Phenothiazine Derivatives ◽  
Transition Metal Catalyst ◽  
Metal Free ◽  
Efficient Approach ◽  
Ligand Free

A potassium carbonate-mediated tandem coupling reaction for the synthesis of phenothiazines is described. This protocol affords an efficient approach for the construction of phenothiazine derivatives without the need for addition of transition-metal catalyst or ligand.

Potassium Carbonate Promoted C–N Coupling Reaction between Benzamides and Aryl Iodides

Synthesis ◽  
2017 ◽  
Vol 50 (05) ◽  
pp. 1090-1096
Author(s):  
Songlin Zhang ◽  
Fei Huang ◽  
San Wu ◽  
Weiye Hu
Keyword(s):  
Transition Metal ◽  
Potassium Carbonate ◽  
Efficient Method ◽  
Coupling Reaction ◽  
Metal Catalyst ◽  
Transition Metal Catalyst ◽  
Aryl Iodides

A practical and efficient method for N-arylation of benz­amides promoted by potassium carbonate in the presence of DMEDA was developed. The reaction was carried out without addition of any transition-metal catalyst to afford a variety of N-arylated products in moderate to good yields (up to 97%).

Pyridine mediated transition-metal-free direct alkylation of anilines using alcohols via borrowing hydrogen conditions

2020 ◽  
Vol 56 (88) ◽  
pp. 13607-13610 ◽  
Author(s):  
Rajagopal Pothikumar ◽  
Venugopal T Bhat ◽  
Kayambu Namitharan
Keyword(s):  
Transition Metal ◽  
Traditional Approach ◽  
Metal Catalyst ◽  
Transition Metal Catalyst ◽  
Metal Free ◽  
Borrowing Hydrogen ◽  
Activation Of Alcohols ◽  
Catalyst Systems ◽  
Hydrogen Reactions

Herein, we report aza-aromatics based organic mediators as a readily accessible alternative to the traditional approach of using transition metal catalyst systems for the activation of alcohols in borrowing hydrogen reactions.

Quinone-amine polymers as metal-free and reductant-free catalysts for hydroxylation of benzene to phenol with molecular oxygen

2019 ◽  
Vol 55 (54) ◽  
pp. 7772-7775 ◽  
Author(s):  
Weitao Wang ◽  
Hao Tang ◽  
Xulu Jiang ◽  
Fu-E Huang ◽  
Yangmin Ma
Keyword(s):  
Transition Metal ◽  
Molecular Oxygen ◽  
Metal Catalyst ◽  
Transition Metal Catalyst ◽  
Metal Free ◽  
Hydroxylation Of Benzene

Quinone-amine polymers can be employed as a metal-free and reductant-free catalyst for the hydroxylation of benzene to phenol and can yield phenol as high as the transition metal catalyst.

(Diacetoxyiodo)benzene-Mediated Transition-Metal-Free Amination of C(sp3)–H Bonds Adjacent to Heteroatoms with Azoles: Synthesis of N-Alkylated Azoles

Synlett ◽  
2018 ◽  
Vol 29 (18) ◽  
pp. 2432-2436 ◽  
Author(s):  
Can Jin ◽  
Weike Su ◽  
Bin Sun ◽  
Zhiyang Yan
Keyword(s):  
Free Radical ◽  
Transition Metal ◽  
Coupling Reaction ◽  
Metal Catalyst ◽  
Metal Free ◽  
Alternative Method ◽  
Dehydrogenative Coupling ◽  
Wide Range ◽  
Ready Access

A novel PhI(OAc)2-mediated cross-dehydrogenative coupling reaction of α-C(sp3)–H bonds adjacent to a hetero atom with various azoles has been developed, which provides an alternative method for constructing C–N bonds with high atom efficiency. This new protocol requires no metal catalyst and it provides ready access to a wide range of N-alkylated azole derivatives in moderate to excellent yields by using commercially available PhI(OAc)2 as the sole oxidant. Furthermore, the method is effective on a gram scale, which highlights the practicality of this transformation. The result of radical-captured experiments indicated that the transformation might involve a free-radical pathway.

scholarly journals Transition Metal Catalyst Free Cross-Coupling Reaction of Tertiary Propargylic Alcohols with Hetero-Areneboronic Acids

2021 ◽  
Author(s):  
Jian-Fei Bai ◽  
Jianbo Tang ◽  
Xiaolong Gao ◽  
Zhi-Jiang Jiang ◽  
Zhanghua Gao
Keyword(s):  
Transition Metal ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Metal Catalyst ◽  
Transition Metal Catalyst ◽  
Propargylic Alcohols ◽  
Catalyst Free ◽  
Cross Coupling Reaction ◽  
Reaction Proceeds ◽  
Acid Catalyzed

We report a perfluorophenylboronic acid catalyzed cross coupling reaction of tertiary propargylic alcohols and hetero-areneboronic acids for valuable benzo[b]thiophene and cyclopenta[a]indene derivates. This coupling reaction proceeds efficiently with a wide array of substrates scope in up to 89% yield and excellent regioselectivity. A significant advantage of our protocol is the transition metal catalyst free and mild conditions needed. This strategy provides direct and facile access to medicinally important benzo[b]thiophene and cyclopenta[a]indene scaffold containing a quaternary carbon center.

Transition metal free oxygenation of 8-aminoquinoline amides in water

2018 ◽  
Vol 20 (11) ◽  
pp. 2472-2476 ◽  
Author(s):  
Xinghui Yao ◽  
Xin Weng ◽  
Kaixuan Wang ◽  
Haifeng Xiang ◽  
Xiangge Zhou
Keyword(s):  
Transition Metal ◽  
Benzoyl Peroxide ◽  
Metal Catalyst ◽  
Transition Metal Catalyst ◽  
Metal Free

The oxygenation of 8-aminoquinoline amides by benzoyl peroxide at the C5 position in water is developed in the absence of a transition metal catalyst, affording the desired products in moderate to good yields of up to 88%.

scholarly journals Transition Metal Catalyst Free Cross-Coupling Reaction of Tertiary Propargylic Alcohols with Hetero-Areneboronic Acids

2022 ◽  
Author(s):  
Jian-Fei Bai ◽  
Jianbo Tang ◽  
Xiaolong Gao ◽  
Zhi-Jiang Jiang ◽  
Jia Chen ◽  
...  
Keyword(s):  
Transition Metal ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Metal Catalyst ◽  
Transition Metal Catalyst ◽  
Propargylic Alcohols ◽  
Catalyst Free ◽  
Cross Coupling Reaction ◽  
Reaction Proceeds ◽  
Acid Catalyzed

We report a perfluorophenylboronic acid catalyzed cross coupling reaction of tertiary propargylic alcohols and hetero-areneboronic acids for valuable benzo[b]thiophene and cyclopenta[a]indene derivates. This coupling reaction proceeds efficiently with a wide array of substrates scope in up to 89% yield and excellent regioselectivity. A significant advantage of our protocol is the transition metal catalyst free and mild conditions needed. This strategy provides direct and facile access to medicinally important benzo[b]thiophene and cyclopenta[a]indene scaffold containing a quaternary carbon center.

Transition-metal-free radical cleavage of a hydrazonyl N–S bond: tosyl radical-initiated cascade C(sp3)–OAr cleavage, sulfonyl rearrangement and atropisomeric cyclopropanation

2018 ◽  
Vol 5 (24) ◽  
pp. 3567-3573 ◽  
Author(s):  
Yao-Zhong Chen ◽  
Teng Liu ◽  
Jie Zhu ◽  
Hui Zhang ◽  
Lei Wu
Keyword(s):  
Free Radical ◽  
Transition Metal ◽  
Potassium Carbonate ◽  
Coupling Reaction ◽  
Metal Free ◽  
Radical Cleavage

Combination of 1,10-phenanthroline and potassium carbonate enables a radical cleavage of a hydrazonyl N–S bond, allowing a coupling reaction of N-tosylhydrazone and phosphinyl allene via cascade C–O cleavage, sulfonyl rearrangement and atropisomeric cyclopropanation.

The first report on the transition metal-free homocoupling of aryl halides in the presence ofl-cysteine

2018 ◽  
Vol 42 (13) ◽  
pp. 10989-10992 ◽  
Author(s):  
Arash Ghorbani-Choghamarani ◽  
Zahra Taherinia
Keyword(s):  
Transition Metal ◽  
Aryl Halides ◽  
Metal Catalyst ◽  
Transition Metal Catalyst ◽  
First Report ◽  
Metal Free

A green and efficient methodology for the coupling of aryl halides without the addition of a transition metal catalyst has been presented.

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