Exhaustive hydro-distillation of the bark, heartwood and fruits of Cryptocarya massoy (Lauraceae) afforded pale yellow-coloured oils in 0.7, 1.2 and 1.0 % yields, respectively. Detailed chemical evaluation of these distillates using GC/MS revealed the major components in the bark and the heartwood oils to be the C-10 (5,6-dihydro-6-pentyl-2H-pyran-2-one) and C-12 (5,6-dihydro-6-heptyl-2H-pyran-...

A series of four n-type semiconducting copolymers containing a 2,1,3-benzothiadiazole (BT) based acceptor annulated with 2-(1,3-dithiol-2-ylidene)malonitrile group are synthesized and their optoelectronic properties investigated.

In the title compound, C(27)H(15)NO(6)·0.5CHCl(3), the central pyran ring and both the benzopyran systems are planar, with the dihedral angle between the outer rings being 3.24 (6)°. The indolin-2-one system is in a perpendicular configuration with respect to the pyran ring [dihedral angle = 87.58 (2)°]. Supra-molecular layers in the ac plane are formed in the crystal structure whereby inversio...

     A very efficient one-pot three-component synthesis of pyran derivatives has been improved by condensation of aldehydes and malononitrile with dimedone under 80 °C using sucrose as natural and biodegradable catalyst in water. This method offers some advantages including inexpensive, high to quantitative yields, short reaction time, and easy work-up. Therefore, this methodology is entirely g...

A 4-(pyrrolidin-1-yl)phenyl electron donor and 10-cyanoanthracen-9-yl electron acceptor are attached via alkyne linkages to the bridgehead carbon atoms of bicyclo[2.2.2]octane and all three benzo-annulated bicyclo[2.2.2]octanes. The sigma-system of bicyclo[2.2.2]octane provides a scaffold having nearly constant bridge geometry on which to append multiple, weakly interacting benzo pi-bridges, so...

A norbornene-mediated palladium-catalyzed sequence is described in which an alkyl-aryl bond and an aryl-heteroaryl bond are formed in one reaction vessel. The aryl-heteroaryl bond-forming step occurs via a direct arylation reaction. A number of six-, seven-, and eight-membered ring-annulated indoles, pyrroles, pyrazoles, and azaindoles were synthesized from the corresponding bromoalkyl azole an...

In the title compound, C(31)H(29)NO(5), the methyl carboxyl-ate and dimethyl-amino groups on the naphtho-pyran group are almost coplanar with the naphtho-pyran ring system [r.m.s. deviations = 0.08 (2) and 0.161 (2) Å, respectively]. The dihedral angle between the methyl carboxyl-ate and dimethyl-amino groups is 4.9 (1)°. The pyran ring has an envelope conformation with the quaternary C atom ou...

The racemic modifications of title natural products 1 and 2 have been synthesised for the first time. The key step was the Au(i)-catalysed conversion of the furanyl-substituted ynone 13 into the annulated furan 14.

The combination of cinchona-alkaloid-derived primary amine and Au(I) -phosphine catalysts allowed the selective C-H functionalization of two adjacent carbon atoms of pyrroles under mild reaction conditions. This sequential dual activation provides seven-membered-ring-annulated pyrrole derivatives in excellent yields and enantioselectivities.