Literature DB >> 27187207

Sequential Photo-oxidative [3 + 2] Cycloaddition/Oxidative Aromatization Reactions for the Synthesis of Pyrrolo[2,1-a]isoquinolines Using Molecular Oxygen as the Terminal Oxidant.

Akitoshi Fujiya1, Masanori Tanaka1, Eiji Yamaguchi1, Norihiro Tada1, Akichika Itoh1.   

Abstract

We report an efficient method for the synthesis of pyrrolo[2,1-a]isoquinoline derivatives using sequential [3 + 2] cycloaddition/oxidative aromatization reactions catalyzed by methylene blue with fluorescent light irradiation under an oxygen atmosphere. The products were obtained in moderate to good yields.

Entities:  

Year:  2016        PMID： 27187207     DOI： 10.1021/acs.joc.6b00439

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  5 in total

1.  Organic dye-catalyzed radical ring expansion reaction.

Authors:  Masato Deguchi; Akitoshi Fujiya; Eiji Yamaguchi; Norihiro Tada; Bunji Uno; Akichika Itoh
Journal:  RSC Adv       Date:  2018-04-27       Impact factor: 4.036

2.  Fullerene C60 promoted photochemical hydroamination reactions of an electron deficient alkyne with trimethylsilyl group containing tertiary N-alkylbenzylamines.

Authors:  Suk Hyun Lim; Hannara Jang; Dae Won Cho
Journal:  RSC Adv       Date:  2021-02-03       Impact factor: 3.361

3.  Photoaddition reactions of N-benzylglycinates containing α-trimethylsilyl group with dimethyl acetylenedicarboxylate: competitive formation of pyrroles vs. β-enamino esters.

Authors:  Suk Hyun Lim; Amol B Atar; Gunoh Bae; Kyung-Ryang Wee; Dae Won Cho
Journal:  RSC Adv       Date:  2019-02-14       Impact factor: 3.361

4.  Highly diastereoselective construction of novel dispiropyrrolo[2,1-a]isoquinoline derivatives via multicomponent 1,3-dipolar cycloaddition of cyclic diketones-based tetrahydroisoquinolinium N-ylides.

Authors:  Sarra Boudriga; Saoussen Haddad; Moheddine Askri; Armand Soldera; Michael Knorr; Carsten Strohmann; Christopher Golz
Journal:  RSC Adv       Date:  2019-04-09       Impact factor: 4.036

5.  A new approach to alkaloid-like systems: synthesis and crystal structure of 1-(2-acetyl-11-meth-oxy-5,6-di-hydro-[1,3]dioxolo[4,5-g]pyrrolo-[2,1-a]isoquinolin-1-yl)propan-2-one.

Authors:  Le Tuan Anh; Alexander A Titov; Reza Samavati; Leonid G Voskressensky; Alexey V Varlamov; Victor N Khrustalev
Journal:  Acta Crystallogr E Crystallogr Commun       Date:  2017-10-20
  5 in total

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