Hiraova reakce

Hiraova reakce je organická reakce, při níž reagují dialkylfosfity za přítomnosti palladia s arylhalogenidy za vzniku fosfonátů.[1][2][3] Objevil ji Tošikazu Hirao a je podobná Michaelisově–Arbuzovově reakci, kterou lze provést pouze u alkylfosfonátů, zatímco Hiraova reakce může probíhat i u arylfosfonátů.

Reference

V tomto článku byl použit překlad textu z článku Hirao coupling na anglické Wikipedii.

Toshikazu Hirao; Toshio Masunaga; Yoshiki Ohshiro; Toshio Agawa. A Novel Synthesis of Dialkyl Arenephosphonates. Synthesis. 1981, s. 56–57. DOI 10.1055/s-1981-29335.
Y. Belabassi; S. Alzghari; J. L. Montchamp. Revisiting the Hirao Cross-coupling: Improved Synthesis of Aryl and Heteroaryl Phosphonates. Journal of Organometallic Chemistry. 2008-01-15, s. 3171–3178. DOI 10.1016/j.jorganchem.2008.07.020. PMID 19156189.
Mark C. Kohler; Joseph G. Sokol; Robert A. Stockland Jr. Development of a room temperature Hirao reaction. Tetrahedron Letters. 2009-01-28, s. 457–459. DOI 10.1016/j.tetlet.2008.11.040.

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[1] Toshikazu Hirao; Toshio Masunaga; Yoshiki Ohshiro; Toshio Agawa. A Novel Synthesis of Dialkyl Arenephosphonates. Synthesis. 1981, s. 56–57. DOI 10.1055/s-1981-29335.

[2] Y. Belabassi; S. Alzghari; J. L. Montchamp. Revisiting the Hirao Cross-coupling: Improved Synthesis of Aryl and Heteroaryl Phosphonates. Journal of Organometallic Chemistry. 2008-01-15, s. 3171–3178. DOI 10.1016/j.jorganchem.2008.07.020. PMID 19156189.

[3] Mark C. Kohler; Joseph G. Sokol; Robert A. Stockland Jr. Development of a room temperature Hirao reaction. Tetrahedron Letters. 2009-01-28, s. 457–459. DOI 10.1016/j.tetlet.2008.11.040.