Synthesis of indolylalkylphosphonates and 3-(1-diphenylphosphinoalkyl) indoles by reaction of 3-(1-arylsulfonylalkyl) indoles with phosphorus derivatives
Graphical abstract
Dialkyl phosphites as well as diphenylphosphine react with 3-(1-arylsulfonylalkyl) indoles under basic conditions leading to a formal substitution of the arylsulfonyl group through a reactive 3-alkyliden indole intermediate.
Section snippets
Acknowledgments
Financial support from University of Camerino (National Project ‘Sintesi organiche ecosostenibili mediate da nuovi sistemi catalitici’) is gratefully acknowledged.
References and notes (14)
- et al.
Chem. Eur. J.
(2007)et al.Angew. Chem., Int. Ed.
(2005) - et al.
J. Org. Chem.
(1995) - et al.
Chem. Commun.
(2008)et al.Chem. Soc. Rev.
(2008)Synlett
(2007) - et al.
Adv Synth Catal.
(2008)et al.Adv. Synth. Catal.
(2008)Tetrahedron
(2008)et al.Tetrahedron Lett.
(2008)et al.Synthesis
(2008)et al.Org. Chem.
(2007)et al.J. Am. Chem. Soc.
(2007) Tetrahedron Lett.
(2007)et al.Tetrahedron
(2007)et al.Org. Lett.
(2007)et al.Bioorg. Med. Chem. Lett.
(2005)- et al.
Chem. Rev.
(2004)
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2018, Journal of Industrial and Engineering ChemistryCitation Excerpt :The development of catalytic strategies, high atom efficiency and use of renewable chemicals/materials are some of the crucial factors in achieving sustainable chemical processes [3–10]. For some time, we have been exploring new catalysts, renewable feedstock and green catalytic pathways towards sustainable processes [11–20]. The use of biobased resources to produce value-added chemicals and materials has pulled a great deal of attention [21–34].