3-Benzyl-7-methoxy-9-phenyl-2-tosyl-2,3,3a,4,9,9a-hexahydro-1H-pyrrolo[3,4-b]quinoline

Abstract

In the title compound, C32H32N2O3S, the pyrrolidine ring adopts an envelope conformation with the methine C atom nearest to the phenyl ring as the flap atom. The tetra­hydro­pyridine ring has a half-chair conformation. The two rings are trans-fused. The phenyl ring bound to the tetra­hydro­pyridine is oriented almost perpendicular [dihedral angle = 86.35 (10)°] to the fused benzene ring. The dihedral angle between the benzyl­phenyl ring and the sulfonyl-bound phenyl ring is 69.43 (10)°. A very weak N—H⋯π inter­action is observed in the mol­ecular structure. In the crystal, mol­ecules translated one unit along the b axis are linked into C(10) chains by C—H⋯O hydrogen bonds; adjacent chains are linked via C—H⋯π inter­actions, forming a two-dimensional network parallel to the bc plane.

Transition‐metal‐catalyzed Heteroannulation Reactions in Aqueous Medium

“…The products were obtained as a cis-trans mixture (in about 1 : 2 ratio) of total yields 86-97% using InCl 3 (20 mol%) as catalyst in aqueous medium at room temperature (Scheme 109). [196][197][198] Indium-catalyzed one-pot synthesis of pyrazolo[3,4b]pyridine derivatives 302 was reported under microwave irradiation in water. The reaction involved condensation of aminopyrazoles 301 with formaldehyde and β-diketones 246 using InCl 3 catalyst in water to afford the pyrazolopyridine derivatives 302 in high yields (Scheme 110).…”