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On the Reaction of alpha,alpha-Dichlorocarbenium Ions with Isocyanates

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1992

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Troll, Carsten
Wang, Q.
Hamed, A.
Ismail, Abd El-hamid
Taha Abdel-Aal, M.
Zeid, Ibrahim
Al-Talib, Mahmoud

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Journal f�r Praktische Chemie/Chemiker-Zeitung. 1992, 334(8), pp. 669-675. ISSN 0941-1216. eISSN 1521-3897. Available under: doi: 10.1002/prac.19923340805

Zusammenfassung

Trichlormethanes 4 react with two equivalents of n-alkyl isocyanates R2-NCO in the presence of SbCl5 to furnish the 2,2-dichloro-5,6-dihydro-6-oxo2H-1,3,5-oxadiazinium salts (9). The structure of these heterocycles is confirmed by an X-ray analysis of 9d (R1 = ClC = CCl2, R2 = Et). p-Tolyl isocyanate is Friedel-Crafts alkylated by 4b in the presence of SbCl5. Subsequent ring closure affords the quinolinium salt 13, which is hydrolyzed to give inter alia the quinolone 16.

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540 Chemie

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ISO 690JOCHIMS, Johannes, Carsten TROLL, Helmut FISCHER, Q. WANG, A. HAMED, Abd El-hamid ISMAIL, M. TAHA ABDEL-AAL, Ibrahim ZEID, Mahmoud AL-TALIB, 1992. On the Reaction of alpha,alpha-Dichlorocarbenium Ions with Isocyanates. In: Journal f�r Praktische Chemie/Chemiker-Zeitung. 1992, 334(8), pp. 669-675. ISSN 0941-1216. eISSN 1521-3897. Available under: doi: 10.1002/prac.19923340805
BibTex
@article{Jochims1992React-23450,
  year={1992},
  doi={10.1002/prac.19923340805},
  title={On the Reaction of alpha,alpha-Dichlorocarbenium Ions with Isocyanates},
  number={8},
  volume={334},
  issn={0941-1216},
  journal={Journal f�r Praktische Chemie/Chemiker-Zeitung},
  pages={669--675},
  author={Jochims, Johannes and Troll, Carsten and Fischer, Helmut and Wang, Q. and Hamed, A. and Ismail, Abd El-hamid and Taha Abdel-Aal, M. and Zeid, Ibrahim and Al-Talib, Mahmoud}
}
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