71831-17-9Relevant articles and documents
Synthesis and properties of novel medium-sized heterocyclic compounds containing two sulfur atoms in the ring and synthetic approaches to conjugated cyclic disulfonium ylides
Shimizu, Hiroshi,Watanabe, Hiroyoshi,Mizuno, Masahiro,Kataoka, Tadashi,Hori, Mikio
, p. 139 - 150 (2007/10/03)
Tribenzo[bf,h][1,4]dithiecin (8) was prepared by coupling 2,2'- bis(bromomethyl)biphenyl (10) with 1,2-benzenedithiol (11) in the presence of Nail in acetonitrile. Another novel dithiecin derivative, 1,8-dihydro-2,7benzodithiecin (9) was synthesized by coupling of 1,4-dimercapto-2,3-Oisopropylidene-Lg-threitol (13a) with α,α'-dibromo-o-xylene (12), followed by hydrolysis and subsequent dehydration via the mesylate derivative (16). The benzodithiecin (9) was also prepared by treatment of dithiol (18) with butadiyne along with α,α'-bis(1-buten-3-ynylthio)-o-xylene (19) as a byproduct. Compound (19) was subjected to an intramolecular coupling reaction using CuCl-pyridine-O2 in benzene to yield the 12-membered ring compound (23). We also describe our effort to prepare the corresponding cyclic diylide compounds from the above new dithiecins (8) and (9), and known dithiecin (7).
