✦ LIBER ✦

Thermal rearrangements of bis-allenyl thiosulfonates. Synthesis of novel thienothiophene and thieno-oxathiine derivatives

✍ Scribed by Mihail L. Birsa; Marina Cherkinsky; Samuel Braverman

Book ID: 104252530
Publisher: Elsevier Science
Year: 2002
Tongue: French
Weight: 229 KB
Volume: 43
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(02)02409-7

No coin nor oath required. For personal study only.

✦ Synopsis

The synthesis and thermal rearrangement of bis-allenyl thiosulfonates are described. Bis-g,g-disubstituted allenyl thiosulfonates have been prepared by disproportionation of the corresponding allenesulfinic acids. On heating, these compounds unexpectedly rearrange to a mixture of 1H,3H-thieno [3,4-d][1,2]oxathiine-3-oxide 8, 1H,3H-thieno[3,4-c]thiophene-2,2-dioxide 9, and 3-alkyl-4-alkenylthiophene 10. A tentative reaction mechanism involving sequential sigmatropic rearrangements and cyclizations is suggested.

📜 SIMILAR VOLUMES

Thermal Rearrangements of Bis-Allenyl Th

Thermal Rearrangements of Bis-Allenyl Thiosulfonates. Synthesis of Novel Thienothiophene and Thieno-oxathiine Derivatives.

✍ Mihail L. Birsa; Marina Cherkinsky; Samuel Braverman 📂 Article 📅 2003 🏛 John Wiley and Sons ⚖ 124 KB

Synthesis of Novel Bis(benzoxazole) Deri

Synthesis of Novel Bis(benzoxazole) Derivatives by Tandem Claisen Rearrangement and Their Fluorescence Behavior

✍ Emiko Koyama; Gang Yang; Seiji Tsuzuki; Kazuhisa Hiratani 📂 Article 📅 2002 🏛 John Wiley and Sons 🌐 English ⚖ 186 KB 👁 2 views

Novel bis(benzoxazole) derivatives were easily synthesized from isobutenyl bis(amide-ether)s by tandem Claisen rearrangement and subsequent intramolecular cyclization of the amide-phenol intermediates. The yields of the bis(benzoxazole)s depended on whether the reaction was carried out with or witho

Synthesis of Novel Bis(benzoxazole) Deri

Synthesis of Novel Bis(benzoxazole) Derivatives by Tandem Claisen Rearrangement and Their Fluorescence Behavior.

✍ Emiko Koyama; Gang Yang; Seiji Tsuzuki; Kazuhisa Hiratani 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 34 KB 👁 2 views

Synthesis, Spectral and Thermal Analyses

Synthesis, Spectral and Thermal Analyses of Novel Bi- and Polyhomonuclear Complexes of Pyrimidine Bisazo-dianil Derivatives

✍ Nadia El-Wakiel; Abdalla Khedr; Ramadan Mansour 📂 Article 📅 2010 🏛 John Wiley and Sons 🌐 English ⚖ 117 KB

Photochemical and thermal rearrangement

Photochemical and thermal rearrangement of cyclohexadiene derivatives of C60: Formation and characterization of novel compounds relating to bis(fulleroid)

✍ Sho-ichi Iwamatsu; K. P. Vijayalakshmi; Yukihiro Kitamura; Masanori Hamajima; In 📂 Article 📅 2002 🏛 SP MAIK Nauka/Interperiodica 🌐 English ⚖ 36 KB

A novel synthesis of silyl enol ethers f

A novel synthesis of silyl enol ethers from α-silylbenzylthiols and carboxylic acid derivatives via CC bond formation; thermal rearrangement of S-α-silylbenzyl thioesters

✍ Mitsuo Komatsu; Choi Jinil; Eiichiro Imai; Yoji Oderaotoshi; Satoshi Minakata 📂 Article 📅 2001 🏛 Elsevier Science 🌐 French ⚖ 65 KB