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2 article(s) from Kazin, Nikita A

Synthesis of aryl-substituted thieno[3,2-b]thiophene derivatives and their use for N,S-heterotetracene construction

Nadezhda S. Demina,
Nikita A. Kazin,
Nikolay A. Rasputin,
Roman A. Irgashev and
Gennady L. Rusinov

Beilstein J. Org. Chem. 2019, 15, 2678–2683, doi:10.3762/bjoc.15.261

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Figure 1: An example of an earlier developed S,N-heterohexacene [13] and general structure of compounds synthesiz...

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Scheme 1: Synthesis of aryl-substituted TT derivatives 3a–k, product scope, and yields.

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Scheme 2: Synthesis of thieno[3,2-b]thiophen-3(2H)-one 4a–k, product scope, and yields.

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Scheme 3: Synthesis of TTI derivatives 6a–o, substrate and product scopes, and yields.

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Scheme 4: Alkylation of TTI 6d.

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Figure 2: ORTEP diagram for the X-ray structure of compound 7d. Thermal ellipsoids of 50% probability are sho...

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Published 12 Nov 2019

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Nitration of 5,11-dihydroindolo[3,2-b]carbazoles and synthetic applications of their nitro-substituted derivatives

Roman A. Irgashev,
Nikita A. Kazin,
Gennady L. Rusinov and
Valery N. Charushin

Beilstein J. Org. Chem. 2017, 13, 1396–1406, doi:10.3762/bjoc.13.136

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Figure 1: ICZ-cored materials for organic electronic devices.

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Figure 2: General positions for S_EAr in ICZs 1.

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Scheme 1: Double nitration of indolo[3,2-b]carbazole 1a.

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Figure 3: X-ray single crystal structure of compound 2a. Thermal ellipsoids of 50% probability are presented.

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Scheme 2: C2- and C2,8-nitration of indolo[3,2-b]carbazoles 1.

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Scheme 3: Reduction of nitro-substituted ICZs 2 and 3.

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Scheme 4: Nitration of 6,12-unsubstituted indolo[3,2-b]carbazoles 8.

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Figure 4: X-ray single crystal structure of compounds 9b and 10b. Thermal ellipsoids of 50% probability are p...

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Scheme 5: Modification of 6,12-dinitro-ICZs 9a,b by electrophilic substitution.

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Figure 5: X-ray single crystal structure of compounds 12b and 13b. Thermal ellipsoids of 50% probability are ...

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Scheme 6: A possible mechanism for the reduction of 6,12-dinitro-ICZs 9a and 13a.

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Scheme 7: Reactions of 6-nitro- and 6,12-dinitro-ICZs with S-nucleophiles.

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Scheme 8: Successive substitution of nitro groups in 6,12-dinitro-ICZ 9a with N- and S-nucleophiles.

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Published 14 Jul 2017

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