Isatin Imines in the Reaction with Iminophosphine: X-Ray Structure of Phospholane Derivatives

Author： Arsanious Mona Hizkial Nasr   Maigali Soher Said  

Publisher： Taylor & Francis Ltd

ISSN： 0039-7911

Source： Synthetic Communications, Vol.44, Iss.2, 2014-01, pp. : 202-214

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Abstract

3-Imino-1-methyl-indolin-2-one (2a) reacts with phosphorus hexamethyltriamide 1(1:1 mol) in dry toluene at room temperature to give the dimeric spirophospholane 4a. On the other hand, the reaction of 3-(4-arylimino)-1-methylindoline-2-ones 2b–2c with trisdimethylaminophosphine 1 in boiling toluene gave phosphoramides 4b and 4c. Furthermore, 1-benzyl-3-(4-arylimino)indolin-2-ones 3a–3c react with aminophosphine 1 in excess as solvent at 110 °C for 6–8 h to give phosphonamides 5a–5c. Possible reaction mechanism are considered and the structural assignments are based on spectroscopic data and x-ray analysis.

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