Directed metalation of 1-ester-substituted indolizines: base/electrophile-controlled regioselective functionalization.

A variety of C-2 and C-5 difunctionalized indolizines have been prepared through the reaction of 1-ester-substituted indolizines with organometallic bases followed by a reaction with different electrophiles. Metalation takes place under mild conditions allowing the isolation of a number of difunctionalized indolizines in good yields. The regioselectivity of the reaction appears to be governed by the nature of the base and electrophile.

Queen signals in a stingless bee: suppression of worker ovary activation and spatial distribution of active compounds.

In most species of social insect the queen signals her presence to her workers via pheromones. Worker responses to queen pheromones include retinue formation around the queen, inhibition of queen cell production and suppression of worker ovary activation. Here we show that the queen signal of the Brazilian stingless bee Friesella schrottkyi is a mixture of cuticular hydrocarbons.

1-Benzoyl-5-phenyl-2-(propan-2-yl)-1,2,3,4-tetra-hydro-pyrimidin-4-one.

The tetra-hydro-pyrimidinone ring in the title compound, C(20)H(20)N(2)O(2), is in a half-boat conformation with the N-C-N C atom 0.580 (2) Å out of the plane defined by the remaining five atoms. In the crystal structure, mol-ecules are connected into centrosymmetric dimers via N-H⋯O inter-actions.