247-52-9Relevant articles and documents
Diisobutylaluminum Hydride Promoted Selectivity-Switchable Synthesis of Benzothiophene Oxides and Benzothiophenes via an Al-Li-Dimetalated Intermediate
Uchida, Seiya,Kinoshita, Hidenori,Miura, Katsukiyo
, p. 3123 - 3127 (2020)
We developed an efficient and direct method for synthesis of benzothiophene oxides from 1-bromo-2-[2-(trimethylsilyl)ethynyl]benzenes and thionyl chloride as an easily accessible source of the sulfinyl group. Benzothiophenes were also synthesized selectiv
Synthesis and properties of thieno[2,3-d:5,4-d']bisthiazoles and their oxidized derivatives: Thionyl chloride as a sulfurative ring-fusing reagent towards thiophene-based ring-fused heteroaromatic compounds
Wada, Ryuta,Kaga, Shigesaki,Kawai, Yasuhiro,Futamura, Kimitaka,Murai, Toshiaki,Shibahara, Fumitoshi
, (2021/02/21)
A new route to thiophene-ring-fused compounds with thionyl chloride as a sulfur source was developed. Use of an excess amount thionyl chloride directly gave the corresponding thiophene-ring-fused compound via further reduction of generated thiophene-S-oxide with excess thionyl chloride in some cases. One-pot reduction with tributylphosphine also gave thiophene-ring-fused compounds in good yields, and oxidation with NaClO·5H2O gave S-dioxides. In addition, one of the obtained thiazole-thiophene ring-fused compounds showed some unexpected mechanochromism behavior.
Pd-Catalyzed C—S Cyclization via C—H Functionalization Strategy: Access to Sulfur-containing Benzoheterocyclics
Chen, Shihao,Wang, Ming,Jiang, Xuefeng
supporting information, p. 921 - 924 (2018/09/22)
A C—H sulfurated cyclization protocol starting from thioacetates is developed for straightforward construction of sulfur-containing benzoheterocyclics. The diversiform functional dihydrobenzothiophenes and thiochromans were comprehensively achieved through the Pd-catalyzed carbon- sulfur cyclization. Mechanistic studies indicated that C—H bond cleavage was involved in the rate-determining step. [1]Benzothieno-[3,2-b]- [1]benzothiophene (BTBT) and benzo[b]thieno[2,3-d]thiophene (BTT) were efficiently established as the well-known organic field-effect transistor (OFET) material molecules through this methodology.
