Literature DB >> 15496107

Rapid construction of multisubstituted olefin structures using vinylboronate ester platform leading to highly fluorescent materials.

Kenichiro Itami1, Keisuke Tonogaki, Youichi Ohashi, Jun-ichi Yoshida.   

Abstract

[reaction: see text] A catalytic one-pot triarylation on the C=C core of vinylboronate pinacol ester (1) produces extended pi-systems based on a multisubstituted olefin structure very rapidly. We established an efficient protocol for the Pd-catalyzed double C-H arylation of 1 with aryl halides, which was successfully integrated with C-B arylation with aryl halides (cross-coupling) in one pot. By using this method, several highly fluorescent materials with a wide range of color variations (blue to red) were discovered.

Entities:  

Year:  2004        PMID: 15496107     DOI: 10.1021/ol048217b

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


  4 in total

1.  Iterative Cross-Couplng with MIDA Boronates: Towards a General Platform for Small Molecule Synthesis.

Authors:  Eric P Gillis; Martin D Burke
Journal:  Aldrichimica Acta       Date:  2009       Impact factor: 3.667

2.  One-pot synthesis of trisubstituted conjugated dienes via sequential Suzuki-Miyaura cross-coupling with alkenyl- and alkyltrifluoroborates.

Authors:  Gary A Molander; Yasuo Yokoyama
Journal:  J Org Chem       Date:  2006-03-17       Impact factor: 4.354

3.  Highly Chemoselective Hydroboration of Alkynes and Nitriles Catalyzed by Group 4 Metal Amidophosphine-Borane Complexes.

Authors:  Jayeeta Bhattacharjee; Adimulam Harinath; Kulsum Bano; Tarun K Panda
Journal:  ACS Omega       Date:  2020-01-10

4.  Convenient methods for preparing pi-conjugated linkers as building blocks for modular chemistry.

Authors:  Jirí Kulhánek; Filip Bures; Miroslav Ludwig
Journal:  Beilstein J Org Chem       Date:  2009-04-14       Impact factor: 2.883

  4 in total

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