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
作者:Ryuta Wada、Shigesaki Kaga、Yasuhiro Kawai、Kimitaka Futamura、Toshiaki Murai、Fumitoshi Shibahara
DOI:10.1016/j.tet.2021.131978
日期:2021.3
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
开发了一种以亚硫酰氯为硫源的噻吩环稠合化合物的新途径。在某些情况下,通过用过量的亚硫酰氯进一步还原生成的噻吩-S-氧化物,使用过量的亚硫酰氯可直接得到相应的噻吩-环稠合的化合物。用三丁基膦一锅还原也可得到高产率的噻吩环稠合化合物,用NaClO·5H 2 O氧化可得到S-二氧化物。另外,获得的噻唑-噻吩环稠合化合物之一显示出一些出乎意料的机械致变色行为。