A new approach to construction of isoindolo[1,2-a]isoquinoline alkaloids Nuevamine, Jamtine, and Hirsutine via IMDAF reaction

8a-Methyl-5,6,8,8a,9,10-hexahydro-10,12a-epoxyisoindolo[1,2-a]isoquinolinium iodide

“…For related structures, see: Tagmazyan et al (1976Tagmazyan et al ( , 1977; Ahmad et al (1987); Rasheed et al (1991); Zubkov et al (2009) Table 1 Hydrogen-bond geometry (Å , ). Symmetry codes: (i) Àx þ 1; y þ 1; Àz þ 1 2 ; (ii) Àx þ 1; Ày þ 1; Àz þ 1; (iii) x; y þ 1; z;…”

Synthesis of New Dopamine D1 Antagonist SCH 23390 Analogues by the Stereoselective Stevens Rearrangement

“…107-109°C. [23] Isoquinoline 1h (3.8 g, 99 %) was obtained from the corresponding amide [24] [23,25] Isoquinoline 1i (3.6 g, 99 %) was obtained from the corresponding amide [25] (3.9 g, 14 mmol) as a yellow solid; m.p. 108-110°C.…”

Structural Optimization of Berberine as a Synergist to Restore Antifungal Activity of Fluconazole against Drug‐Resistant Candida albicans

“…Starting material 15 was treated with a variety of different aldehydes under Pictet-Spengler reaction conditions to afford compounds 13 a and b, [22,23] the nitrogen atoms of which were alkylated via substitution with alkyl halides to give corresponding alkylated derivatives 14 a-d. [22] Further alkylation of compounds 14 a-d with benzyl bromides gave compounds 5 a-e (Scheme 4). Compound 20, shown in Figure 1, was synthesized by holding a solution of 14 a at reflux with methyl iodide in acetonitrile.…”

“…Compound ) and the corresponding aldehyde (100 mmol) in formic acid (50 mL) was stirred at reflux for 24 h. The mixture was then cooled to room temperature and diluted with H 2 O (100 mL). [22,23] The solution was then adjusted to pH 8-9 with a 1 n aqueous NaOH solution and extracted with CH 2 Cl 2 (3 100 mL). The combined organics were then dried for 1 h over anhydrous MgSO 4 before being distilled to dryness in vacuo to give the crude residue, which was purified by flash chromatography over silica gel to give intermediate products 13 a-b, respectively, as white solids.…”