Zhang, Zhenguo; Liu, Xiaoxiao; Ji, Liang; Zhang, Ting; Jia, Zhenhua; Loh, Teck-Peng published the artcile< Metal-Free Access to (Spirocyclic)Tetrahydro-β-carbolines in Water Using an Ion-Pair as a Superacidic Precatalyst>, HPLC of Formula: 4064-06-6, the main research area is tetrahydro carboline preparation; aryl aldehyde tryptamine Pictet Spengler triarylcarbonium ion pair catalyst; spirocyclic tetrahydro carboline preparation; cyclic ketone tryptamine Pictet Spengler triarylcarbonium ion pair catalyst.
The unprecedented triarylcarbonium ion-pair-catalyzed Pictet-Spengler reaction of tryptamines with aromatic aldehydes and cyclic ketones in water was disclosed. Under metal-free conditions, diverse tetrahydro-β-carbolines/spirocyclic tetrahydro-β-carbolines I [R1 = H, Me, Cl, etc.; R2 = H; R3 = Ph, 4-MeC6H4, 2-naphthyl, etc.; R2R3 = (CH2)5, CH2CH2CH(Me)CH2CH2, CH2CH2N(Boc)CH2CH2, etc.] were obtained in good yields with excellent functional group tolerance, including late-stage modification of natural products and small mol. drugs. The practicability of this protocol was also characterized in the gram-scale synthesis of komavine and several other functional compounds Preliminary mechanistic studies indicated that in aqueous media the in situ-generated superacidic species from the carbonium ion pair with water was crucial to promote the Pictet-Spengler reaction.
ACS Catalysis published new progress about Aryl aldehydes Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 4064-06-6 belongs to class alcohols-buliding-blocks, and the molecular formula is C12H20O6, HPLC of Formula: 4064-06-6.
Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts