88275-88-1Relevant articles and documents
An Oxidative Dearomatization Approach to Tetrodotoxin via a Masked ortho-Benzoquinone
Robins, Jacob G.,Johnson, Jeffrey S.
, p. 559 - 563 (2022/01/20)
Progress toward a stereoselective synthesis of tetrodotoxin (TTX) is presented. Oxidative dearomatization of a tetrasubstituted guaiacol arene yielded a masked ortho-benzoquinone that intercepted an acyl nitroso species generated in situ by the copper-cat
First Total Synthesis of 7-Isovaleryloxy-8-methoxygirinimbine
Brütting, Christian,Schmidt, Arndt W.,Kataeva, Olga,Kn?lker, Hans-Joachim
, p. 2516 - 2522 (2018/05/03)
We describe the first total synthesis of the pyrano[3,2- a ]carbazole alkaloid 7-isovaleryloxy-8-methoxygirinimbine, using a palladium(II)-catalyzed double C-H-bond activation for construction of the carbazole framework and a phenylboronic acid catalyzed
A Mild meta-Selective C–H Alkylation of Catechol Mono-Ethers
Vitaku, Edon,Njardarson, Jon T.
, p. 3679 - 3683 (2016/08/16)
Catechol mono-ethers are an important class of phenols. They are found in a number of pharmaceuticals, flavoring agents, perfumes, and are used for the preparation of numerous drugs. Herein, we report a mild meta-selective C–H alkylation of these phenols, which is enabled by a cascade of oxidative dearomatization – radical addition – rearomatization process. The method is compatible with reactive functional groups on the parent arenol, such as olefins and halides. Primary, secondary, and teriary alkyl groups can be used, the source of which is most commonly an alkylborane. This process is operationally simple, does not require heating and generally proceeds in good yields.
Access to 3-arylindoles through a tandem one-pot protocol involving dearomatization, a regioselective michael addition reaction, and rearomatization
Chittimalla, Santhosh Kumar,Bandi, Chennakesavulu,Putturu, Sireesha,Kuppusamy, Rajesh,Boellaard, Kevin Christopher,Tan, David Chu Aan,Lum, Demi Ming Jie
, p. 2565 - 2575 (2014/05/06)
A facile, general and rapid protocol for the introduction of oxygenated aryls at the 3-position of indoles is described. This approach consists of a tandem dearomatization, a regioselective Michael addition reaction, and rearomatization in a one-pot three-step sequence to obtain 3-arylindoles in good yields. A non-metal mediated detour method for installing oxygenated aryls at the 3-position of indoles is described. Copyright
Benzopyran compounds, derivatives of prostaglandins
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, (2008/06/13)
Novel compounds of the following general formula: STR1