Literature DB >> 18549235

Manganese-catalyzed construction of tetrasubstituted benzenes from 1,3-dicarbonyl compounds and terminal acetylenes.

Yoichiro Kuninobu1, Mitsumi Nishi, Salprima Yudha S, Kazuhiko Takai.   

Abstract

Treatment of beta-keto esters with terminal acetylenes in the presence of a catalytic amount of a manganese complex, MnBr(CO)5, and molecular sieves, gave multisubstituted aromatic compounds in good to excellent yields. This reaction employs [2 + 2 + 2] cycloaddition of beta-keto esters and 2 equiv of terminal acetylenes with dehydration. In the case of a 1,3-diketone, the corresponding acetophenone derivative and its deacylated compound can be synthesized selectively.

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Year:  2008        PMID: 18549235     DOI: 10.1021/ol800969h

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


  3 in total

1.  Beyond Reppe: building substituted arenes by [2+2+2] cycloadditions of alkynes.

Authors:  Brandon R Galan; Tomislav Rovis
Journal:  Angew Chem Int Ed Engl       Date:  2009       Impact factor: 15.336

2.  Manganese/bipyridine-catalyzed non-directed C(sp3)-H bromination using NBS and TMSN3.

Authors:  Kumar Sneh; Takeru Torigoe; Yoichiro Kuninobu
Journal:  Beilstein J Org Chem       Date:  2021-04-22       Impact factor: 2.883

3.  Addition of 1,3-dicarbonyl compounds to terminal alkynes catalyzed by a cationic cobalt(iii) complex.

Authors:  Mohan Chandra Sau; Manish Bhattacharjee
Journal:  RSC Adv       Date:  2020-09-30       Impact factor: 3.361

  3 in total

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