Studies toward the synthesis of the epoxykinamycin FL-120B': discovery of a decarbonylative photocyclization.

Organic Letters
Stephen S Scully, John A Porco

Abstract

Photo-Friedel-Crafts acylation of a naphthoquinone was attempted in an effort to access a diazobenzofluorenone en route to the epoxykinamycin natural product FL-120B'. Photoirradiation of the naphthoquinone substrate which resulted in the unexpected formation of a tetracyclic naphthofuran via a decarbonylative photocyclization process is described.

References

May 1, 1973·Chemical & Pharmaceutical Bulletin·S OmuraA Furusaki
Jun 1, 1971·The Journal of Antibiotics·T HataM Otani
Jun 1, 1970·The Journal of Antibiotics·S ItŏA Nakagawa
Sep 23, 2000·Journal of Natural Products·A H BanskotaS Kadota
Feb 19, 2002·Chemical Reviews·Chryssostomos ChatgilialogluIlhyong Ryu
Nov 16, 2006·Journal of the American Chemical Society·Xiaoguang Lei, John A Porco
Sep 29, 2011·Angewandte Chemie·Stephen S Scully, John A Porco

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Citations

Oct 4, 2012·Journal of the American Chemical Society·Christina M WooSeth B Herzon
Oct 29, 2013·Journal of the American Chemical Society·Pieter H BosCorey R J Stephenson
Jun 13, 2014·Chemistry : a European Journal·Shujun CaiShuanhu Gao
Feb 13, 2016·Acta Crystallographica. Section E, Crystallographic Communications·Zhongyuan WuKlaus Harms
Apr 27, 2021·Journal of the American Chemical Society·Lee Joon KimSeth B Herzon
Jun 15, 2021·Chemical Science·John A RoseSeth B Herzon
Jan 8, 2021·Journal of the American Chemical Society·Miho KanekoSeth B Herzon
Oct 5, 2021·Organic & Biomolecular Chemistry·Pallabi Saikia, Sanjib Gogoi

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