The synthesis of sydnones heteroarylated at C-4 with an indolizine was achieved by Chichibabin (Tschitschibabin) indolizine synthesis starting from the corresponding sydnone-N-pyridinium bromides. The latter compounds were also transformed to sydnone-indolizines connected through a keto group at the C-4 position by refluxing them in 1,2-epoxybutane with an activated alkyne. The structures of th...

In the title compound, C(10)H(15)NO(3), the central six-membered ring of the indolizine system adopts a chair conformation, while the oxopyrrolidine and hydro-furan rings attached to the indolizine ring system have envelope conformations. In the crystal, the mol-ecules form chains parallel to the b axis via inter-molecular O-H⋯O hydrogen bonds. The absolute configuration was assigned from the s...

In the title compound, C(39)H(38)N(2)O(4), the pyridinone ring adopts a twisted half-chair conformation with the N atom deviating by 0.3304 (1) and with the methyl-ene C atom adjacent to the octa-hydro-indolizine unit deviating by 0.444 (3) Å from the mean plane defined by the other four atoms. In the octa-hydro-indolizine system, the pyrrolidine ring exhibits an envelope conformation, with the...

The absolute configuration of the title compound, C14H13NOS, was assigned from the synthesis and confirmed by the structure determination. There are two independent mol-ecules in the asymmetric unit. The central six-membered ring of the indolizine moiety adopts an envelope conformation, with the greatest deviations from the mean planes being 0.569 (3) and 0.561 (3) Å for the indolizine bridgehe...

Coupling of superelectrophilic 4,6-dinitrobenzofuroxan with a pi-excessive indolizine structure affords a strongly dipolar substitution product which undergoes a facile but unusual rearrangement induced by an intramolecular oxygen atom transfer from the N-oxide functionality of the DNBF moiety.

The title compound, C(10)H(9)NO(3), is a chiral mol-ecule with one stereogenic carbon atom, but which crystallizes as a racemate in the centrosymmetric space group P2(1)/n. The central six-membered ring of the indolizine moiety adopts a definite envelope conformation, while the conformation of the oxopyrrolidine ring is close to that of a flat-envelope with a maximum deviation of 0.352 (1) Å fo...

An efficient Pd-catalyzed cross-coupling/cycloisomerization of 3-(2-pyridyl) propargyl carbonates with organoboronic acids has been developed, which provides a straightforward route for the synthesis of 1,3-disubstituted indolizines with a wide variety of substituents. The mechanistic study indicates that the reaction proceeds via formation of an allenyl pyridine intermediate through palladium-...

Abstract: Indolizyl-5-lithium anions react with succinic and phtalic anhidrides giving 1,4-keto acids, with oxallyl chloride giving 1,2-diketone, and with ethyl pyruvate giving 1,2-hydroxyacid. However, with α-halocarbonyl compounds, they react in different ways, forming the products of selective bromination at C-5 (with α-bromo ketones and esters of α-bromo acids) and 5-chloroacetyl indolizines.

In the mol-ecular structure of the title compound, C(14)H(21)NO(5), the six-membered ring of the indolizine moiety adopts a chair conformation. There are two independent mol-ecules in the asymmetric unit. The oxopyrrolidine ring attached to the indolizine ring system is nearly planar, with mean deviations of 0.018 (3) and 0.010 (3) Å for the two mol-ecules. The absolute configuration of the tit...

In this paper the absorption and luminescence properties of some heterocycles incorporating the quinolizine [1] or indolizine [2] ring system are studied. The investigated compounds 1 [3], 2 a b [4], 3 [4], 4 a b [5], 5 [5] and 6 a c [6] are shown in Figure 1. There are no data in the literature on their luminescence properties. Quantum chemical investigations have been performed to elucidate w...