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Masked 2-Arylacroleins: Versatile Three-Carbon Units for Organic Synthesis

Domenii publicaţii > Chimie + Tipuri publicaţii > Articol în revistã ştiinţificã

Autori: Katritzky, Alan R.; Toader, Dorin; Chassaing, Christophe; Aslan, Diana C.

Editorial: J. Org. Chem., 64(16), p.6080-6084, 1999.


Novel masked 2-arylacroleins I (R1 = 2-MeC6H4, 4-MeC6H4, 2-FC6H4, 4-FC6H4, 2-ClC6H4, 4-MeOC6H4, MeS, 5-Me-thien-2-yl) have been developed to serve as 2-arylpropenal synthons. Formal 1,2-addns. onto the aldehyde moieties of I (R = 4-MeC6H4) provided the corresponding 2-substituted allyl alcs. II (R1 = Me, Ph) for the first time. Conversion of I (R1 = 4-MeC6H4, 2-ClC6H4) to imines allowed for the prepn. of 1,2-disubstituted allyl amines III (R1 = 4-MeC6H4; R2 = Me; R3 = MeO; R1 = 2-ClC6H4; R2 = Me; R3 = H; R1 = 4-MeC6H4; R2 = n-Bu; R3 = MeO).

Cuvinte cheie: organic chemistry