890408-46-5Relevant academic research and scientific papers
Boron-Catalyzed Dehydrative Friedel-Crafts Alkylation of Arenes Using β-Hydroxyl Ketone as MVK Precursor
San, Htet Htet,Huang, Jie,Lei Aye, Seinn,Tang, Xiang-Ying
supporting information, p. 2386 - 2391 (2021/01/04)
Boron-catalyzed environmentally benign dehydrative Friedel-Crafts alkylation of indole/pyrrole and aniline derivatives with β-hydroxyl ketones has been developed for the first time. This method provides an efficient and green replacement of toxic and unst
Ruthenium-Catalyzed Selective C?C Coupling of Allylic Alcohols with Free Indoles: Influence of the Metal Catalyst
Xia, Ying-Qi,Li, Chao,Liu, Man,Dong, Lin
supporting information, p. 5474 - 5478 (2018/03/29)
Versatile reactive activities of allyl alcohols with free indoles in C?H functionalization reactions were investigated. Direct alkylation or cascade cyclization reactions could be selectively controlled based on the catalyst system: Ru(PPh3)3Cl2 provided C3-substituted β-ketone indoles whereas [Ru(p-cymene)Cl2]2 yielded cyclized indoles.
Biomimetic Enantioselective Total Synthesis of (?)-Mycoleptodiscin A
Dethe, Dattatraya H.,Sau, Susanta Kumar,Mahapatra, Samarpita
supporting information, p. 6392 - 6395 (2016/12/23)
Biomimetic total synthesis of (?)-mycoleptodiscin A (1) was achieved starting from the enantiopure key intermediate, which was prepared by Friedel-Crafts reaction between 7-methoxyindole and chiral primary allylic alcohol. The crucial step in this synthes
Palladium-catalyzed enantioselective C-3 allylation of 3-substituted-1H- indoles using trialkylboranes
Trost, Barry M.,Quancard, Jean
, p. 6314 - 6315 (2007/10/03)
We have developed a new enantioselective C-3 allylation of 3-substituted indoles using allyl alcohol and trialkylboranes. Asymmetric syntheses of 3,3-disubstituted indolines and indolenines in enantiomeric excesses up to 90% have been achieved using the bulky borane 9-BBN-C6H13 as the promoter of the reaction. The dependence of the selectivity on the nature of the borane suggests that the boron reagent has a role beyond promoting ionization of the allyl alcohol. A protocol for oxidation of indolenines to oxindoles has also been developed and led to a formal synthesis of (-)-phenserine. Copyright
