Synthesis of oxa[9]helicene derivatives by cyclodehydration of 1,1′-bibenzo[c]phenanthrene-2,2′-diol using phosphorus pentoxide

TETRAHEDRON LETTERS

卷:69

Article

Hossain, Md Sharif¹  Akter, Mahmuda¹  Karikomi, Michinori¹ 

[1] Utsunomiya Univ, Grad Sch Engn, Dept Mat & Environm Chem, Utsunomiya, Tochigi 3218585, Japan

关键词: Cyclodehydration;    Phosphorus pentoxide;    Furan ring;    Oxahelicene;   

DOI  :  10.1016/j.tetlet.2021.152948

来源: Elsevier

【 摘 要 】

A new one-step cyclization reaction has been established for the synthesis of oxa[9]helicene derivatives, containing eight ortho-condensed benzene rings and one furan ring. 1,1'-Bibenzo[c]phenanthrene-2,2'-diols (HEBPOLs) afforded the corresponding oxa[9]helicenes by refluxing with phosphorous pentoxide (P2O5) in o-dichlorobenzene. Enantiomerically pure oxa[9]helicenes were also synthesized with retention of the configuration and enantiopurity (>98% ee) from the corresponding enantiomerically pure HEBPOLs. (C) 2021 Elsevier Ltd. All rights reserved.

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