4<i>H</i>‐Benzo[4,5]cyclohepta[1,2‐b]thiophene Untersuchungen über synthetische Arzneimittel, 15. Mitteilung [1]

Bastian, J. M.; Ebnöther, A.; Jucker, E.; Rissi, E.; Stoll, A.

doi:10.1002/hlca.660490127

Cited by 39 publications

(16 citation statements)

References 15 publications

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“…The excellent yields for both (95 and 96%) show that an isomerization of the syn oxime to the anti oxime in acidic medium occurs before the Beckmann rearrangement. This type of isomerization has been previously reported elsewhere [7,8].…”

Section: Many Tetracyclic Natural Products and Bioactive Compounds Hamentioning

confidence: 70%

Tetracyclic systems: Synthesis of isoindolo[1,2‐b]thieno‐[2,3(3,2 or 3,4)‐e][1,3]thiazocines and Isoindolo[2,1‐a]thieno‐[2,3(3,2 or 3,4)‐f][1,4] and [1,5]diazocines

Pigeon

Decroix

1997

Journal of Heterocyclic Chem

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HAL is a multi-disciplinary open access archive for the deposit and dissemination of scientific research documents, whether they are published or not. The documents may come from teaching and research institutions in France or abroad, or from public or private research centers. L'archive ouverte pluridisciplinaire HAL, est destinée au dépôt et à la diffusion de documents scientifiques de niveau recherche, publiés ou non, émanant des établissements d'enseignement et de recherche français ou étrangers, des laboratoires publics ou privés.

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Section: Many Tetracyclic Natural Products and Bioactive Compounds Hamentioning

confidence: 70%

Tetracyclic systems: Synthesis of isoindolo[1,2‐b]thieno‐[2,3(3,2 or 3,4)‐e][1,3]thiazocines and Isoindolo[2,1‐a]thieno‐[2,3(3,2 or 3,4)‐f][1,4] and [1,5]diazocines

Pigeon

Decroix

1997

Journal of Heterocyclic Chem

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“…The ferrocene/ferrocenium redox couple was determined at 0.65 V. Detailed graphs of all CVmeasurements can be found in the ESI. Compounds 1, [9] 2, [10] 11, [11] 12, [12] 14 [13] and 15 [14] were synthesised according to literature procedures.…”

Section: Experimental Partmentioning

confidence: 99%

“…[13] A Horner-Emmons reaction with phosphonate 15 promoted by NaH in DME yielded 16 in 70% yield exclusively as the E-isomer. [14] The structure of 16 was verified by the 1 H NMR coupling constant of 15.9 Hz. The subsequent Suzuki coupling using the established conditions (vide supra) gave terthiophene 17 in 73% yield.…”

Section: Synthesesmentioning

confidence: 99%

A New Synthetic Approach to Thiophene‐Nickel(II)porphyrin Hybrid Molecules and their Electrochemical and Computational Investigation

Zöllner

Frähmcke

Elstner

et al. 2010

Macro Chemistry & Physics

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New synthetic strategies for thiophene‐nickel(II)porphyrin hybrid molecules are described. Three principles—linear direct, linear spacer and lateral spacer connectivities—were realised and compared with respect to their electrochemical behaviour. Computational investigations by DFT methods confirm experimental data and explain cylic voltammetric oxidations. For the linear direct connectivity, the number of thiophene units per substituted position must be at least two, since the porphyrin core acts as conjugation breaker and hinders the formation of higher oligomers. Alternatively an ethynylene spacer can be introduced to increase conjugation and to optimise the conducting properties. The lateral spacer connection mode proved to be best suited to the electrochemical formation of hybrid compounds.magnified image

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“…1. 9,7O-Dibrom-9,lO-dihydro-4H-benzo [4,5]cycZohepta [l,. -a) Aus 9,lO-Dihydro-4H-benzo [4,5]cycZohepta [l. Z-blthiophen-4-on (1 a (3a).…”

Section: Dmentioning

confidence: 99%

“…14. 4- -4H-be~izo [4,5]cyclohepta [l, -9-oxo-9,IO-dihydroxy-4H-benzo [4,5]cyclohe~ta [l, 2-blthiophen (17d) [4,5] …”

Section: 7o-methoxy-4-( 7-rnethyl-4-piperidyl)-4h-~enzo[45]cyclomentioning

confidence: 99%

Synthetical pharmaceutics. 9‐ and 10‐Oxo derivatives of 9,10‐dihydro‐4H‐benzo‐[4,5]‐cyclohepta[1,2b]thiophenes

Waldvogel

Schwarb

Bastian

et al. 1976

Helvetica Chimica Acta

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Synthetical pharmaceutics. 9-and 10-0x0 derivatives of 9,10-dihydro-4H-benzo-[4,5]-cyclohepta[l,2-b]thiophenes. -Zusammenfassung. Vcrschiedene Synthesen zur Herstellung von ~-~xo-9,10-dihydro-4H-benzo[4,5]cyclohcpta[l, 2-blthiophenen 17 und lO-Ox0-9,lOdihydro-4H-benzo[4,5]cyclohepta[l,2-b]thiophenen 18 (25), mit dcr l-.llkyl-4-piperidyliden-Gruppe in 4-Stcllung, ausgchend van 9,10-Dihydro-4 H-benzo[4,5]cyclohepta[l, 2-blthiophen-4m e n 1 bzw. Folgestufen davon, werden beschrieben. Als weitcrc Derivatc sind die N-Oxide 26, die 9-und 1O-I-Iydroxv-I)erivate 27 und 28, die 9und 10-Oximc 29 untl 30 sowie ein 9,lO-Diketon 31 hergestellt wordcn. 1. Einleitung. -In Weiterfuhrung der Arbeiten auf dern Gebiet des 9,lO-Dihydro-4H-benzo[4,5]cyclohepta[l, 2-b]tliiophen-Tricpclus [I] wurden die 9und 10-0x0-Derivnte mit der 1-Alkyl-4-piperidyliden-Gruppe in 4-Stellung hergestellt (A und B).

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4H‐Benzo[4,5]cyclohepta[1,2‐b]thiophene Untersuchungen über synthetische Arzneimittel, 15. Mitteilung [1]

Cited by 39 publications

References 15 publications

Tetracyclic systems: Synthesis of isoindolo[1,2‐b]thieno‐[2,3(3,2 or 3,4)‐e][1,3]thiazocines and Isoindolo[2,1‐a]thieno‐[2,3(3,2 or 3,4)‐f][1,4] and [1,5]diazocines

Tetracyclic systems: Synthesis of isoindolo[1,2‐b]thieno‐[2,3(3,2 or 3,4)‐e][1,3]thiazocines and Isoindolo[2,1‐a]thieno‐[2,3(3,2 or 3,4)‐f][1,4] and [1,5]diazocines

A New Synthetic Approach to Thiophene‐Nickel(II)porphyrin Hybrid Molecules and their Electrochemical and Computational Investigation

Synthetical pharmaceutics. 9‐ and 10‐Oxo derivatives of 9,10‐dihydro‐4H‐benzo‐[4,5]‐cyclohepta[1,2b]thiophenes

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