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Front Cover: Robust Palladium‐Catalyzed Arylation of Catalyst‐Poisoning ortho ‐Sulfanyl Aryl Halides with Tetraarylborates and Its Application to Synthesis of π‐Extended Dibenzothiophenes (Asian J. Org. Chem. 10/2017)
Author(s) -
Vasu Dhananjayan,
Hausmann Jan Niklas,
Saito Hayate,
Yanagi Tomoyuki,
Yorimitsu Hideki,
Osuka Atsuhiro
Publication year - 2017
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Reports
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201700514
Subject(s) - sulfanyl , chemistry , halide , palladium , aryl , catalysis , combinatorial chemistry , front cover , aryl halide , pummerer rearrangement , organic chemistry , cover (algebra) , alkyl , mechanical engineering , acetic anhydride , engineering
Arylation : Palladium‐catalyzed arylation of ortho ‐sulfanyl aryl halides with sodium tetraarylborates proceeds smoothly without any additional bases in high yields, providing a reliable route to 2‐sulfanylbiaryls. This protocol offers a practical solution to overcome the poisoning behavior of aryl sulfides with palladium species. The conditions worked well with various halides and functional groups. This strategy provides a short and efficient route to dibenzothiophenes through Pummerer‐type cyclization. More information can be found in the Communication by Hideki Yorimitsu et al. on page 1390 in Issue 10, 2017 (DOI: 10.1002/ajoc.201700323).