FIELD: chemistry.
SUBSTANCE: present invention relates to novel derivatives of 5'-vinyl-6-nitro-spirobenzopyran of formula 1 , where R1=R2=H (SP2); R1=CN, R2=H (SP3); R1=CHO, R2=H(SP4); R1=NC2, R2=H(SP5); R1=CN, R2=CN(SP6); R1=CO2CH3, R2-CN(SP7); R1,R2=-C(O)-O-C(CH3)2-O-(O)C-(SP8), which have photochromic properties, as well as production methods thereof. Disclosed are methods for directed modification on the 5'-position of a photochrome molecule using well-known and simple experimental procedures of organic synthesis (Wittig and Horner-Emmons olefination, nucleophilic bonding on the carbonyl group of reactants containing active methyl or methylene groups: nitromethane, malonodinitrile, cyanoacetic acid and esters thereof, Meldrum acid).
EFFECT: method of producing substituted 5'-vinyl-indoline spirobenzopyrans is characterised by that the starting 5'-formyl derivative in the solution undergoes olefination with different CH-acids in the presence of corresponding bases in an argon atmosphere at high temperature of the reaction mixture.
4 cl
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Authors
Dates
2012-08-20—Published
2011-04-07—Filed