1-azulyl

Azulyl sulphoxides 127 have also been prepared by a reaction involving a direct electrophilic substitution on the azulene ring by alkane- or arenesulphinyl chlorides186 (equation 69). Preparation of the methyl and phenyl sulphoxides of 4,6,8-tri-methylazulene and 4,6,8-tri-isopropylazulene by this method resulted in fair yields (57— 72%). However, the substitution on azulene itself gave only low yields of the corresponding sulphoxides. 

Aryl vinyl sulphones, reactions of 646 Aryl vinyl sulphoxides 620 optical resolution of 287 reactions of 354, 355, 360, 361, 621 Asscher-Vofsi reaction 189 Asymmetric induction 625 Asymmetric oxidation 72-78 Asymmetric reduction 78, 79 Asymmetric synthesis 824-846 Atomic orbitals 2, 3 Azetidinones 790, 791 ot-Azidoaldehydes, synthesis of 811 Azidosulphones, photolysis of 883, 884 Azosulphones, photolysis of 879 Azoxysulphones, photolysis of 879 1-Azulyl sulphoxides, synthesis of 265... 

Among the many 2-arylethyl tosylates which have been studied the 1-azulyl-and 9-anthryl systems are distinguished by large rate accelerations. (324) solvolyzes 94000 times faster than (315), X=H, without ion pair return, and with complete scrambling of a label over C—1 and C—2276 Solvolysis of (325) in aqueous dioxane gave as the major product the spiro alcohol (326) which constitutes direct evidence... 

A 1.9 iV methanolic NaOH-soln. added dropwise during 20 min. under Ng to a stirred soln. of 1-azulyl benzoate and ethyl iodide in dimethylformamide, and stirring continued 50 min. -> 1-ethoxyazulene. Y 80%.—Also 1-methoxyazulene s. L. L. Replogle, J. Org. Chem. 29, 2805 (1964). 

Azulene derivatives. A soln. of POGI3 in abs. tetrahydrofuran added dropwise to a soln. of azulene and co-carbethoxyheptanoic N,N-dimethylamide in the same solvent, and refluxed 4 hrs. co-carbethoxyhexyl 1-azulyl ketone. Y I " F. ketones from amides s. K. Hafner and G. Bernhard, A. 625, 108 (1959). 

Fujimura, M., Nakazawa, T and Murata, I., A novel coupling reaction of 1-azulylmethyl-trimcthylammonium iodide synthesis of l,2-bi.s(I-azulyl)ethane and 12.2.2.21(1.3)-azulenophane. Tetrahedron Lett., 825, 1979. 

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