The Journal of Organic Chemistry

Carbon-sulfur cleavage of 1-adamantyl sulfides

L Bauer, KK Khullar

Index: Khullar,K.K.; Bauer,L. Journal of Organic Chemistry, 1971 , vol. 36, # 20 p. 3038 - 3040

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Citation Number: 40

Abstract

(1-Adamantrtnethi0) ethylamine and a-(1-adamantanethi0) pentylamine were converted by boiling hydrochloric acid to 1-chloroadamantane (80-90%) and the corresponding w- mercaptoalkylamine. A similar cleavage was exhibited by & (1-adamanty1) isothiuronium bromide and several amidine derivatives of 0-(I-adamantanethi0)-ethylamine. By direct contrast, 1-methyl-and I-ethylthioadamantane were recovered quantitatively under these ...