The eight membered ring system with one sulfur (S) atom was reviewed in the CHEC-III (2008) 1 and the articles were covered until the beginning of 2007. This ring system is difficult to synthesize and there are only handful of literatures between 2007 and 2020 describing their chemistry. Herein we will discuss synthesis of benzene fused eight membered sulfur containing ring system and bridged eight membered sulfur containing rings along with reactions of eight membered sulfur containing rings for synthesis of cyclic alkynes, their cycloaddition reactions and synthesis of chiral thiofulvenes. Additionally, we will also report a kinetic investigation, NMR study and ring strain/reactivity involving such ring systems. © 2022 Elsevier Ltd. All rights reserved.