Service de Chimie Bio-organique et Marquage (SCBM), CEA/DRF/JOLIOT, Université Paris-Saclay, F-91191, Gif-sur-Yvette, France.
SRM Research Institute, Department of Chemistry, SRM Institute of Science and Technology, Kattankulathur, 603203, Chennai, India.
Angew Chem Int Ed Engl. 2019 Oct 7;58(41):14544-14548. doi: 10.1002/anie.201908052. Epub 2019 Sep 4.
Reported here is the reactivity of mesoionic 1,3-dithiolium-4-olates towards strained alkynes, leading to thiophene cycloaddition products. In the process, the potential of these dipoles towards orthogonal reaction with azides, allowing efficient double ligation reactions, was discovered. A versatile process to access benzo[c]thiophenes, in an unprecedented divergent fashion, was developed and provides a new entry to unconventional polyaromatic thiophenes.
本文报道了偕二茂铁基 1,3-二硫代醇盐与张力炔烃的反应性，生成噻吩环加成产物。在此过程中，发现这些偶极子与叠氮化物正交反应的潜力，从而实现高效的双连接反应。开发了一种通用的方法，以前所未有的发散方式构建苯并[c]噻吩，为非常规多芳基噻吩提供了新的途径。
