- Addition Reactions of Diketene. IV. Reaction of Diketene with Thioureas, Thioamide, and Aminothiol
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The reaction of benzimidazoline-2-thione (2) with diketene (1) gave the oxazine derivative 3 and the thiazine derivative 4.However, the reaction of 2-indolinethione (6) with diketene afforded only the thiazine derivative 7.On the other hand, no cyclized compound was obtained from 2-indolinone (8) and diketene.The reactions of N,N'-diphenylthiourea (11) and 2-aminobenzothiol (14) with diketene were also studied; 11 and 14 gave the thiouracil 12 and the benzothiazine 16, respectively.Keywords: diketene; thiourea; thioamide; aminothiol; cyclization; 1,3-oxazine; 1,3-thiazine; thiouracil; thiazepine.
- Sakamoto, Masanori,Akimoto, Takashi,Fukutomi, Kyoko,Ishii, Keitaro
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p. 2516 - 2521
(2007/10/02)
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