Metal-free oxidative coupling of arylmethylamines with indoles: a simple, environmentally benign approach for the synthesis of 3,3′-bis(indolyl)methanes

Vikas D. Kadu; Sankala Naga Chandrudu; Mahesh G. Hublikar; Dattatraya G. Raut; Raghunath B. Bhosale

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Metal-free oxidative coupling of arylmethylamines with indoles: a simple, environmentally benign approach for the synthesis of 3,3′-bis(indolyl)methanes

机译：芳基甲胺的无金属氧化偶联与吲哚：一种简单，环境良好的合成3,3'-BIS（吲哚基）甲烷的方法

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The efficient metal-free oxidative coupling of arylmethylamines with indoles has been developed using molecular oxygen as a green oxidant. The present reaction provides a novel route towards the synthesis of 3,3′-bis(indolyl)methanes in excellent yields of up to 95% via C–C and C–N bond formation. This attractive and environmentally friendly one-pot protocol is a simple procedure that features inexpensive acetic acid as the catalyst and molecular oxygen as the sole oxidant, and it supports a wide substrate scope with the good tolerance of functional groups.

机译：使用分子氧作为绿色氧化剂开发了具有吲哚的芳基甲胺的有效无金属氧化偶联。本反应为合成3,3'-BIS（吲哚基）甲醇的新途径提供高达95％的C-C和C-N键形成的优异产率。这种有吸引力和环保的单壶协议是一种简单的程序，其具有廉价的乙酸作为催化剂和作为唯一氧化剂的分子氧，并且它支持具有良好官能团耐受性的宽基板范围。

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《RSC Advances》 |2020年第39期|共9页
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Vikas D. Kadu; Sankala Naga Chandrudu; Mahesh G. Hublikar; Dattatraya G. Raut; Raghunath B. Bhosale;
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1. Metal-free oxidative coupling of arylmethylamines with indoles: a simple, environmentally benign approach for the synthesis of 3,3 '-bis(indolyl)methanes [J] . Kadu Vikas D., Chandrudu Sankala Naga, Hublikar Mahesh G., RSC Advances . 2020,第39期

机译：芳基甲胺与吲哚的无金属氧化偶联：合成3,3'-bis（吲哚基）甲烷的简单，环境良性方法
2. Iron-Catalyzed Oxidative Coupling of Benzylamines and Indoles: Novel Approach for Synthesis of Bis(indolyl)methanes [J] . Gopalaiah Kovuru, Chandrudu Sankala Naga, Devi Alka Synthesis: International Journal of Methods in Synthetic Organic Chemistry . 2015,第12期

机译：苯甲胺和吲哚的铁催化氧化偶联：合成双（吲哚基）甲烷的新方法。
3. TEMPO/CuI synergetic catalyzed oxidative cross-coupling of indoles with benzylamines: Synthesis of bis(indolyl)phenylmethanes [J] . Liao Meixiang, Zhang Xiaoyun, Yue Pengfei Synthetic Communications . 2018,第13a16期

机译：Tempo / Cui Synergetic催化吲哚吲哚的氧化交叉偶联：双（吲哚基）苯甲烷的合成
4. Ultrasound-assisted green synthesis of bis(indolyl)methanes catalyzed by acidic Ionic liquid (CH2)4SO4HMIMHSO4 [C] . Yingming Mo, Hongjun Zang, Bowen Cheng 2010 International Conference on Mechanic Automation and Control Engineering . 2010

机译：酸性离子液体（CH 2 ） 4 SO 4 HMIM HSO <的超声辅助绿色合成双（吲哚基）甲烷inf> 4
5. Cytotoxicity of indole-ring substituted 1,1-bis (3'-indolyl)-1-(p-phenyl-t-butyl) methanes in colon cancer cells [D] . Newman, Kristin Laine. 2008

机译：吲哚环取代的1,1-双（3'-吲哚基）-1-（对苯基叔丁基）甲烷在结肠癌细胞中的细胞毒性
6. Peroxisome Proliferator-Activated Receptor γ-Dependent Activity of Indole Ring-Substituted 11-Bis(3-indolyl)-1-(p-biphenyl)methanes in Cancer Cells [O] . Jingjing Guo, Sudhakar Chintharlapalli, Syng-ook Lee, -1

机译：过氧化物酶体增殖剂活化受体γ依赖性活性的吲哚环取代的11-双（3-吲哚基）-1-（p-BIPENyl）甲烷中的癌细胞
7. Correction: Metal-free oxidative coupling of arylmethylamines with indoles: a simple, environmentally benign approach for the synthesis of 3,3′-bis(indolyl)methanes [O] . Vikas D. Kadu, Sankala Naga Chandrudu, Mahesh G. Hublikar, 2021

机译：校正：芳基甲基胺的无金属氧化偶联与吲哚：一种简单，环境良好的合成3,3'-BIS（吲哚基）甲烷的方法

Metal-free oxidative coupling of arylmethylamines with indoles: a simple, environmentally benign approach for the synthesis of 3,3′-bis(indolyl)methanes

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