Reference

Wittig rearrangement of allyl 2-thiophenemethyl ethers: facile synthesis of thiophenemethanol and -ethanol derivatives

Wittig rearrangement of allyl 2-thiophenemethyl ethers: facile synthesis of thiophenemethanol and -ethanol derivatives. Tsubuki, Masayoshi; Matsuo, Sohichiro; Honda, Toshio (Faculty of Pharmaceutical Sciences, Hoshi University 2-4-41 Ebara, Shinagawa, Tokyo 142-8501, Japan). Heterocycles, 66, 535-542 (English) 2005 Japan Institute of Heterocyclic Chemistry. CODEN: HTCYAM. ISSN: 0385-5414. 109-72-8 which is the cas registry number is also used here. DOCUMENT TYPE: Journal CA Section: 27 (Heterocyclic Compounds (One Hetero Atom)) Wittig rearrangement of allyl (2-thienyl)methyl ethers was studied. Deprotonation of allyl (2-thienyl)methyl ethers occurred preferentially either the a- or the a'-position, depending on three kinds of BuLi. 2-Thiophenemethanol and 2-thiopheneethanol derivs. were obtained as products of [2,3] and [1,2] sigmatropic rearrangements, resp. .

Preparation of triazoles as agrochemical insecticides

Preparation of triazoles as agrochemical insecticides.. Watanabe, Masashi; Nabeoka, Juzo; Hanyu, Takeshi (Chugai Pharmaceutical Co., Ltd., Japan). Jpn. Kokai Tokkyo Koho JP 04208284 A2 29 Jul 1992 Heisei, 7 pp. 79-44-7 are also occured in this study. (Japan). CODEN: JKXXAF. CLASS: ICM: C07D409-12. ICS: A01N047-38. ICI: C07D409-12, C07D249-00, C07D333-00. APPLICATION: JP 90-334478 30 Nov 1990. DOCUMENT TYPE: Patent CA Section: 5 (Agrochemical Bioregulators) Section cross-reference(s): 28 Triazoles I (A = Q; R = H, lower alkyl), prepd. by treatment of II with dimethylcarbamyl chloride, are agrochem. insecticides. 2-Thiophenemethanol (2.3 g) and 3.1 g 5-tert-butyl-1,2,4-triazole-3-thione in dry CH2Cl2 were treated with 1.5 mL BF3-Et2O complex, in the presence of Mol. Sieve 5A to give 1.9 g 5-tert-butyl-3-(2-thienylmethylthio)-1,2,4-triazole (III). Dimethylcarbamyl chloride (0.55 mL) was added dropwise to a dry THF soln. contg. 1.0 g III and Et3N at room temp. in the presence of 4-(N,N-dimethylamino)pyridine to give 1.0 g 1-dimethylcarbamyl-3-tert-butyl-5-(2-thienylmethylthio)-1,2,4-triazole (IV). IV controlled Myzus persicae and Aphys gossypii with LC50 of 2.6 ppm and 7. 79-44-7 are also occured in this study.4 ppm, resp., vs. 7.5 ppm and 12.5 ppm, resp., for I (A = EtO2CCH2). ..