Synlett 2020; 31(02): 153-157
DOI: 10.1055/s-0037-1611767
cluster
© Georg Thieme Verlag Stuttgart · New York

Sulfoxide-Directed Iterative Assembly into Oligoarenes

Tomoyuki Yanagi
,
Keisuke Nogi
,
Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo-ku, Kyoto 606-8502, Japan   Email: yori@kuchem.kyoto-u.ac.jp
› Author Affiliations

This work was supported by JSPS KAKENHI Grant Numbers JP16H04109, JP18H04254, JP18H04409, and JP18K14212. T.Y. acknowledges a JSPS Predoctoral Fellowship. H.Y. thanks The Mitsubishi Foundation for financial support.
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Publication History

Received: 01 January 2019

Accepted after revision: 10 February 2019

Publication Date:
28 March 2019 (online)


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Published as part of the Cluster Iterative Synthesis

Abstract

A series of oligoarenes have been synthesized via sulfoxide-based iterative dehydrogenative transformations. By utilizing the sulfinyl moieties as on/off-switchable directing groups, overreactions and/or undesired oligomerizations were completely suppressed. Since the dehydrogenative couplings were not hampered by steric hinderance, sterically encumbered oligoarenes were synthesized.

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