Singh, Sangh Priya published the artcileRegioselective Synthesis of Functionalized Pyrrolo[1,2-a]pyrazine-3,6(2H,4H)-diones via Tandem Post-Ugi Cyclization and Gold(I)-Catalyzed Annulation, Recommanded Product: 2,2-Dimethoxyethanamine, the main research area is pyrrolopyrazine dione preparation regioselective; dihydropyrazinone preparation cyclization gold catalyst; Ugi alkynamide cyclization.
A convenient synthesis of less explored pyrrolo[1,2-a]pyrazine-3,6(2H,4H)-diones I (R = H, Me; R1 = H, i-Pr, cyclopropyl, thiophen-2-yl, etc.; RR1 = -(CH2)3-, -(CH2)4-; R2 = H, Me, Ph, 4-fluorophenyl, etc.; R3 = Cy, Bn, Ph, C(O)OEt;) and II is described in two steps from Ugi adducts RNHC(O)CH(R1)N(C(O)CCR2)CH2CH(OCH3)2. The method involves acid-mediated cyclization of Ugi adducts to form dihydropyrazinones II followed by gold(I)-catalyzed regioselective annulation. The generality of the transformation was established by reacting a variety of substituted dihydropyrazinones II under the optimized reaction conditions to form densely functionalized pyrrolo[1,2-a]pyrazine-3,6(2H,4H)-diones I in good-to-excellent yields. It was also observed That some of the acetone-derived Ugi adducts furnish 7-acyl-pyrroloimidazolones III as a byproduct during TFA-mediated cyclization via alkyne-carbonyl metathesis and condensation.
Journal of Organic Chemistry published new progress about Amides Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 22483-09-6 belongs to class alcohols-buliding-blocks, name is 2,2-Dimethoxyethanamine, and the molecular formula is C4H11NO2, Recommanded Product: 2,2-Dimethoxyethanamine.
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