Unknown

Dataset Information

0

Fe(III)-Catalyzed Bicyclization of Yne-Allenones With Indoles for the Atom-Economic Synthesis of 3-Indolyl Cyclobutarenes.


ABSTRACT: A new Fe(III)-catalyzed bicyclization reaction of yne-allenones with indoles has been established, enabling the direct construction of cyclobuta[a]naphthalen-4-ols with an all-carbon quaternary center in good to excellent yields. This reaction was performed by using low-cost FeCl3 as the catalyst and EtOH as the environmentally benign solvent, providing a green protocol for constructing the cyclobutarene framework with a high degree of atom economy and functional group compatibility. The reaction mechanism was proposed to proceed through a [2 + 2] cycloaddition/1,6-conjugate addition cascade.

SUBMITTER: Li H 

PROVIDER: S-EPMC6288644 | biostudies-literature | 2018

REPOSITORIES: biostudies-literature

altmetric image

Publications

Fe(III)-Catalyzed Bicyclization of Yne-Allenones With Indoles for the Atom-Economic Synthesis of 3-Indolyl Cyclobutarenes.

Li Heng H   Hao Wen-Juan WJ   Li Guigen G   Tu Shu-Jiang SJ   Jiang Bo B  

Frontiers in chemistry 20181204


A new Fe(III)-catalyzed bicyclization reaction of yne-allenones with indoles has been established, enabling the direct construction of cyclobuta[<i>a</i>]naphthalen-4-ols with an all-carbon quaternary center in good to excellent yields. This reaction was performed by using low-cost FeCl<sub>3</sub> as the catalyst and EtOH as the environmentally benign solvent, providing a green protocol for constructing the cyclobutarene framework with a high degree of atom economy and functional group compatib  ...[more]

Similar Datasets

| S-EPMC8356753 | biostudies-literature
| S-EPMC2728751 | biostudies-literature
| S-EPMC6271608 | biostudies-literature
| S-EPMC4164393 | biostudies-literature
| S-EPMC5548004 | biostudies-literature
| S-EPMC2955291 | biostudies-literature
| S-EPMC2954672 | biostudies-literature
| S-EPMC5262503 | biostudies-literature
| S-EPMC9051918 | biostudies-literature
| S-EPMC6386708 | biostudies-literature