Novel photochromic spiro compounds based on thieno[3,2‐<i>b</i>]pyrroles

Krayushkin, M. M.; Ширинян, Валерий З.; Шимкин, А. А.; Mailian, Arthur K.; Метелица, А. В.; Bezugliy, S. O.

doi:10.1002/poc.1238

Cited by 3 publications

(2 citation statements)

References 9 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Recently, we have developed an efficient method for the synthesis of photochromic spiro compounds [5,6] and merocyanine dyes [7] based on close analogues of indole -thienopyrroles, and studied their spectral properties [8,9]. In this work, we present the synthesis of nitro-substituted spiropyrans of benzothienopyrrole series and the development of regioselective method for the reduction of nitro-to amino group in spiropyran and thienopyrroline systems.…”

Section: Introductionmentioning

confidence: 99%

7-Nitro- and 7-aminosubstituted spiropyrans of 1-benzothieno[3,2-b]pyrrole

et al. 2010

Self Cite

View full text Add to dashboard Cite

Section: Introductionmentioning

confidence: 99%

7-Nitro- and 7-aminosubstituted spiropyrans of 1-benzothieno[3,2-b]pyrrole

et al. 2010

Self Cite

View full text Add to dashboard Cite

“…4 Previously, we have developed an approach to the synthesis of a new class of photochromic spiro com pounds 5, 6 and merocyanine dyes 7 based on the thieno pyrrole moiety and studied the spectroscopic properties of the first representatives. 8, 9 The aim of the present study was to synthesize new spiropyrans and merocyanine dyes based on 3H and 2H [1]benzothieno [3,2 b]pyrrole derivatives in four steps starting from readily available 1 benzothiophen 3(2H) one (1). The synthesis of 3H [1]benzothieno [3,2 b]pyrrole derivatives involving the preparation of hydrazone 2 and its Fischer reaction with various ketones has been described in detail.…”

mentioning

confidence: 99%

Synthesis of spiropyrans and merocyanine dyes based on 1-benzothieno[3,2-b]pyrrole

et al. 2009

View full text Add to dashboard Cite

A convenient method was developed for the synthesis of photochromic spiropyrans and merocyanine dyes of the 1 benzothieno[3,2 b]pyrroline series based on the conventional condensation of the analog of Fischer's salt, viz., 1,2,3,3 tetramethyl 3H [1]benzothieno [3,2 b]pyrrolium triflate, with aromatic 2 hydroxyaldehydes. Unlike Fischer's salt, benzothieno pyrrolium salts readily undergo the [1,5] sigmatropic rearrangement giving rise to 2H [1]benzo thieno[3,2 b]pyrrole derivatives. The latter compounds were used for the synthesis of the first representatives of the previously unknown spiro compounds and merocyanine dyes. The long wavelength maxima of merocyanines of the 2H benzothienopyrrole series are batho chromically shifted by more than 100 nm with respect to the absorption maxima of the "classical" 3H benzothienopyrrole analogs.

show abstract

Progress in the chemistry of nitrogen-, oxygen- and sulfur-containing heterocyclic systems

et al. 2020

View full text Add to dashboard Cite

The review is devoted to modern trends in the chemistry of nitrogen-, oxygen-and sulfur-containing monocyclic, polynuclear and benzo(hetero)annulated heterocyclic compounds. Methods for the synthesis and chemical reactivity of furazan, furoxan, thiazole, thiadiazole, dithiazole, thiophene, glycoluril, imidazotriazine, diaziridine and other heterocycles are discussed. Characteristic features of reactions depending on the structure of the starting compounds, intermediates and reaction medium (organic solvents, ionic liquids) and mechanistic aspects of the most interesting transformations are considered. Data on the biological activities and prospects for practical applications of the indicated heterocyclic systems are presented. The bibliography includes 383 references.

show abstract

Novel photochromic spiro compounds based on thieno[3,2‐b]pyrroles

Cited by 3 publications

References 9 publications

7-Nitro- and 7-aminosubstituted spiropyrans of 1-benzothieno[3,2-b]pyrrole

7-Nitro- and 7-aminosubstituted spiropyrans of 1-benzothieno[3,2-b]pyrrole

Synthesis of spiropyrans and merocyanine dyes based on 1-benzothieno[3,2-b]pyrrole

Progress in the chemistry of nitrogen-, oxygen- and sulfur-containing heterocyclic systems

Contact Info

Product

Resources

About