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Synthesis 1986; 1986(8): 638-640
DOI: 10.1055/s-1986-31727
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Reaction of Benzoxa(thia)zoles with Allenylmagnesium Bromide: Synthesis of Propargylbenzothiazolines and Dipropargylalkyl-o-aminophenols

F. Babudri* , S. Florio
  • *Centro di Studio sulle Metodologie Innovative di Sintesi Organiche del C. N. R., c/o Dipartimento di Chimica, Università, Via Amendola 173, 70126 Bari, Italy.
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Publication Date:
22 August 2002 (online)

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Benzoxazoles 2a-e and benzothiazole 4a react with the Grignard reagent prepared from propargyl bromide to give the N-dipropargylalkyl-o-aminophenols 3a-e and the N-dipropargylalkyl-o-aminothiophenol as disulfide 6 respectively. The reaction of benzothiazoles 4b-e with 1 gives the propargylbenzothiazolines 5b-e and that of 2-methoxybenzothiazole 8 produces the 2-allenylbenzothiazole 9.