Literature DB >> 23859157

Straightforward synthesis of dihydrobenzofurans and benzofurans from arynes.

Eito Yoshioka1, Hidekazu Tanaka, Shigeru Kohtani, Hideto Miyabe.   

Abstract

Synthesis of dihydrobenzofurans was achieved by a route involving the insertion of arynes into formamides followed by trapping with zinc enolates of α-chlorinated methines. Benzofurans were generated from dihydrobenzofurans having a ketone group via the addition of an ethyl anion, the retro-aldol type reaction, and the elimination of an amino group.

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Year:  2013        PMID: 23859157     DOI: 10.1021/ol4017063

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


  6 in total

Review 1.  Last Decade of Unconventional Methodologies for the Synthesis of Substituted Benzofurans.

Authors:  Lucia Chiummiento; Rosarita D'Orsi; Maria Funicello; Paolo Lupattelli
Journal:  Molecules       Date:  2020-05-16       Impact factor: 4.411

2.  Three-component coupling reactions of arynes for the synthesis of benzofurans and coumarins.

Authors:  Eito Yoshioka; Shigeru Kohtani; Hideto Miyabe
Journal:  Molecules       Date:  2014-01-13       Impact factor: 4.411

Review 3.  Transition-Metal-Free Activation of Amide Bond by Arynes.

Authors:  Hideto Miyabe
Journal:  Molecules       Date:  2018-08-27       Impact factor: 4.411

Review 4.  Synthesis of Oxygen Heterocycles via Aromatic C-O Bond Formation Using Arynes.

Authors:  Hideto Miyabe
Journal:  Molecules       Date:  2015-07-09       Impact factor: 4.411

5.  K3PO4-promoted domino reactions: diastereoselective synthesis of trans-2,3-dihydrobenzofurans from salicyl N-tert-butanesulfinyl imines and sulfur ylides.

Authors:  Minxuan Zhang; Tianyu Lu; Yun Zhao; Guixian Xie; Zhiwei Miao
Journal:  RSC Adv       Date:  2019-04-16       Impact factor: 4.036

Review 6.  Recent Uses of N,N-Dimethylformamide and N,N-Dimethylacetamide as Reagents.

Authors:  Jean Le Bras; Jacques Muzart
Journal:  Molecules       Date:  2018-08-03       Impact factor: 4.411

  6 in total

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