Aromatic Metamorphosis of Dibenzothiophenes

Hideki Yorimitsu; Dhananjayan Vasu; M. Bhanuchandra; Kei Murakami; Atsuhiro Osuka

doi:10.1055/s-0035-1561617

Synlett, Inhaltsverzeichnis

Synlett 2016; 27(12): 1765-1774
DOI: 10.1055/s-0035-1561617

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Aromatic Metamorphosis of Dibenzothiophenes

Autor*innen

Hideki Yorimitsu*

^aDepartment of Chemistry, Graduate School of Science, Kyoto University, Sakyo-ku, Kyoto 606-8502, Japan

^bInstitute for Molecular Science, Okazaki, Aichi 444-8787, Japan
Dhananjayan Vasu

^aDepartment of Chemistry, Graduate School of Science, Kyoto University, Sakyo-ku, Kyoto 606-8502, Japan
M. Bhanuchandra

^aDepartment of Chemistry, Graduate School of Science, Kyoto University, Sakyo-ku, Kyoto 606-8502, Japan
Kei Murakami

^aDepartment of Chemistry, Graduate School of Science, Kyoto University, Sakyo-ku, Kyoto 606-8502, Japan

^cThe Hakubi Center for Advanced Research, Kyoto University, Sakyo-ku, Kyoto 606-8502, Japan eMail: yori@kuchem.kyoto-u.ac.jp
Atsuhiro Osuka

^aDepartment of Chemistry, Graduate School of Science, Kyoto University, Sakyo-ku, Kyoto 606-8502, Japan

Abstract

Alle Artikel dieser Rubrik

Abstract

In general, aromatic cores are stable owing to their resonance energies. Different from facile peripheral modifications of aromatic cores, transforming an aromatic core into a different skeleton is ambitious and has attracted only little attention as a general synthetic method. This personal account shows our journey to inventing transformations of dibenzothiophenes into triphenylenes, carbazoles, and spirocyclic diarylfluorenes and to establishing ‘aromatic metamorphosis’ as a useful and game-changing strategy in organic synthesis.

1 Introduction

2 Aromatic Metamorphosis

3 From Dibenzothiophenes to Triphenylenes

4 From Dibenzothiophenes to Carbazoles

5 From Dibenzothiophenes to Spirocyclic Tetraarylmethanes

6 Conclusion

Key words

dibenzothiophenes - palladium - arylations - nucleophilic aromatic substitution - umpolung

Volltext

Referenzen

References
1 Current address: Department of Chemistry, Center for Catalytic Hydrocarbon Functionalizations Korea Advanced Institute of Science and Technology, Daejeon 34141, Republic of Korea.
2 Current address: Graduate School of Science, Nagoya University, Chikusa, Nagoya 464-8602, Japan.
3 Current address: Department of Chemistry, School of Chemical Sciences and Pharmacy, Central University of Rajasthan, Bandarsindri, Rajasthan 305817, India.

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