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2005
Triazine derivatives
R 0655
Organometallic Alkylation of 2-Chloro-4,6-dimethoxy-1,3,5-triazine: A Study. —
reactivity of triazine (I) in Pd- or Ni-catalyzed cross-coupling with organometallic
36- 164 The
reagents (Sn, Mg, Al, Zn) is investigated. All organometallic reagents considered form
new C—C bonds at the heterocyclic ring and afford the corresponding alkylated triazine in moderate to very good yields. The collected data allow the choice of the alkylating agent and/or the experimental conditions depending on the residue to transfer. Thus,
alkenyl- and allylstannanes afford good results. Kumada cross-coupling of Grignard reagents proved to be a very simple, convenient and economical process for the transfer
of saturated chains. Organoalanes are efficient agents in the alkylation, benzylation and
arylation of (I) and organozinc halides tolerate most functional groups. —
(SAMARITANI, S.; SIGNORE, G.; MALANGA, C.; MENICAGLI*, R.;
Tetrahedron 61 (2005) 18, 4475-4483; Dip. Chim. Chim. Ind., Univ. Pisa, I-56126
Pisa, Italy; Eng.) — Bartels
2005
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