Literature DB >> 27226119

Visible Light Driven Photocascade Catalysis: Ru(bpy)3(PF6)2/TBHP-Mediated Synthesis of Fused β-Carbolines in Batch and Flow Microreactors.

D Chandrasekhar, Satheesh Borra, Jagadeesh Babu Nanubolu, Ram Awatar Maurya1.   

Abstract

1,2,3,4-Tetrahydro-β-carbolines were coupled with α-keto vinyl azides through an unprecedented visible light-Ru(bpy)3(PF6)2/TBHP mediated photocascade strategy that involves photosensitization, photoredox catalysis and [3 + 2] cycloaddition reaction. The scope and scale-up feasibility of the photocascade strategy was demonstrated by synthesizing 18 different fused β-carbolines in moderate to good yields using batch and continuous flow microreactor. This operationally simple synthetic protocol allows the formation of one C-C and two C-N new bonds in the overall transformation.

Entities:  

Year:  2016        PMID: 27226119     DOI: 10.1021/acs.orglett.6b01321

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  5 in total

Review 1.  Technological Innovations in Photochemistry for Organic Synthesis: Flow Chemistry, High-Throughput Experimentation, Scale-up, and Photoelectrochemistry.

Authors:  Laura Buglioni; Fabian Raymenants; Aidan Slattery; Stefan D A Zondag; Timothy Noël
Journal:  Chem Rev       Date:  2021-08-10       Impact factor: 60.622

Review 2.  Non-Aziridination Approaches to 3-Arylaziridine-2-carboxylic Acid Derivatives and 3-Aryl-(aziridin-2-yl)ketones.

Authors:  Boriss Strumfs; Kirils Velikijs; Romans Uljanovs; Stanislavs Sinkarevs; Ilze Strumfa
Journal:  Int J Mol Sci       Date:  2022-05-25       Impact factor: 6.208

Review 3.  Ruthenium-Catalyzed Cycloadditions to Form Five-, Six-, and Seven-Membered Rings.

Authors:  Rosalie S Doerksen; Tomáš Hodík; Guanyu Hu; Nancy O Huynh; William G Shuler; Michael J Krische
Journal:  Chem Rev       Date:  2021-02-12       Impact factor: 60.622

4.  Rose bengal as photocatalyst: visible light-mediated Friedel-Crafts alkylation of indoles with nitroalkenes in water.

Authors:  Zong-Yi Yu; Jing-Nan Zhao; Fan Yang; Xiao-Fei Tang; Yu-Feng Wu; Cun-Fei Ma; Bo Song; Lei Yun; Qing-Wei Meng
Journal:  RSC Adv       Date:  2020-01-29       Impact factor: 4.036

5.  Morita-Baylis-Hillman reaction of 3-formyl-9H-pyrido[3,4-b]indoles and fluorescence studies of the products.

Authors:  Nisha Devi; Virender Singh
Journal:  Beilstein J Org Chem       Date:  2022-07-26       Impact factor: 2.544

  5 in total

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