Literature DB >> 16468760

Synthesis of a peralkynylated pyrazino[2,3-g]quinoxaline.

Shaobin Miao1, Mark D Smith, Uwe H F Bunz.   

Abstract

[structure: see text] The synthesis of a hexaethynyl[2,3-g]pyrazinoquinoxaline and its crystal structure are reported. Starting from tetraaminobenzoquinone, condensation to bis(triisopropylsilyl)hexadiyne-2,3-dione affords 2,3,7,8-tetrakis(triisopropylsilylethynyl)pyrazino[2,3-g]quinoxaline-5,10-dione. Reaction with TIPS-CC-Li followed by reduction with hypophosphite in the presence of KI furnished the title molecule in a yield of 62%. Pd catalysis is not involved in any of these steps.

Entities:  

Year:  2006        PMID: 16468760     DOI: 10.1021/ol0529851

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


  2 in total

1.  Peralkynylated Tetraazaacene Derivatives.

Authors:  Hilmar Reiss; Frank Rominger; Jan Freudenberg; Uwe H F Bunz
Journal:  Chemistry       Date:  2019-12-16       Impact factor: 5.236

2.  Towards Nitrogen-Rich N-Heteropolycycles: Synthesis of Octaazaperopyrenes (OAPP).

Authors:  Tobias Wesp; Tim Bruckhoff; Julian Petry; Hubert Wadepohl; Lutz H Gade
Journal:  Chemistry       Date:  2022-02-28       Impact factor: 5.020

  2 in total

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