Literature DB >> 18505287

Two efficient cascade reactions to synthesize substituted furocoumarins.

Gang Cheng1, Youhong Hu.   

Abstract

We have developed two efficient one-pot reactions to generate furo[3,2-c]coumarins and chlorofuro[3,2-c]coumarins through addition/cyclization/oxidation and chlorination. One cascade addition/cyclization/oxidation sequence of 1 with H(2)O in the presence of 20% CuCl as Lewis acid under an air atmosphere generated the 2-substituted-4 H-furo[3,2-c]chromen-4-one 2. Another sequence in the presence of 10% CuBr and excess CuCl(2) as the oxidant afforded the 3-chloro-2-substituted-4 H-furo[3,2- c]chromen-4-one 3.

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Year:  2008        PMID: 18505287     DOI: 10.1021/jo800439y

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


  5 in total

Review 1.  Aerobic copper-catalyzed organic reactions.

Authors:  Scott E Allen; Ryan R Walvoord; Rosaura Padilla-Salinas; Marisa C Kozlowski
Journal:  Chem Rev       Date:  2013-06-20       Impact factor: 60.622

2.  One-pot Synthesis of 6-Aza-chromone Derivatives Through Cascade Carbonylation-Sonogashira-Cyclization.

Authors:  Gang Cheng; Yingbei Qi; Xiaoqian Zhou; Rong Sheng; Yong-Zhou Hu; Youhong Hu
Journal:  Sci Rep       Date:  2017-06-30       Impact factor: 4.379

3.  Expeditious entry to novel 2-methylene-2,3-dihydrofuro[3,2-c] chromen-2-ones from 6-chloro-4-hydroxychromen-2-one and propargylic alcohols.

Authors:  Noel Nebra; Alba E Díaz-Álvarez; Josefina Díez; Victorio Cadierno
Journal:  Molecules       Date:  2011-08-02       Impact factor: 4.411

Review 4.  Synthetic Routes to Coumarin(Benzopyrone)-Fused Five-Membered Aromatic Heterocycles Built on the α-Pyrone Moiety. Part 1: Five-Membered Aromatic Rings with One Heteroatom.

Authors:  Eslam Reda El-Sawy; Ahmed Bakr Abdelwahab; Gilbert Kirsch
Journal:  Molecules       Date:  2021-01-18       Impact factor: 4.411

Review 5.  Furo[3,2-c]coumarins carrying carbon substituents at C-2 and/or C-3. Isolation, biological activity, synthesis and reaction mechanisms.

Authors:  Iván Cortés; L Javier Cala; Andrea B J Bracca; Teodoro S Kaufman
Journal:  RSC Adv       Date:  2020-09-10       Impact factor: 4.036

  5 in total

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