Literature DB >> 28829142

Cascade Amination/Cyclization/Aromatization Process for the Rapid Construction of [2,3-c]Dihydrocarbazoles and [2,3-c]Carbazoles.

Xing Fan1, Liu-Zhu Yu2, Yin Wei1, Min Shi1,2.   

Abstract

An intramolecular cascade amination/cyclization/aromatization reaction of functionalized alkylidenecyclopropanes has been developed in the presence of silver acetate, affording a variety of [2,3-c]dihydrocarbazoles and [2,3-c]carbazoles in moderate to excellent yields. The mechanistic investigations revealed that this cascade reaction proceeds through a radical initiated process. Moreover, further transformations for the synthesis of eustifoline-D and an OLED exhibit a potential synthetic utility of this method.

Entities:  

Year:  2017        PMID: 28829142     DOI: 10.1021/acs.orglett.7b01957

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  2 in total

1.  Direct synthesis of aryl-annulated [c]carbazoles by gold(i)-catalysed cascade reaction of azide-diynes and arenes.

Authors:  Yuiki Kawada; Shunsuke Ohmura; Misaki Kobayashi; Wataru Nojo; Masaki Kondo; Yuka Matsuda; Junpei Matsuoka; Shinsuke Inuki; Shinya Oishi; Chao Wang; Tatsuo Saito; Masanobu Uchiyama; Takanori Suzuki; Hiroaki Ohno
Journal:  Chem Sci       Date:  2018-09-10       Impact factor: 9.825

2.  A visible-light mediated ring opening reaction of alkylidenecyclopropanes for the generation of homopropargyl radicals.

Authors:  Xiao-Yu Zhang; Chao Ning; Ben Mao; Yin Wei; Min Shi
Journal:  Chem Sci       Date:  2021-05-28       Impact factor: 9.825

  2 in total

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