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  2. Thiophene - Wikipedia

    en.wikipedia.org/wiki/Thiophene

    Furan Selenophene Pyrrole: Except where otherwise noted, ... Thiophene is a heterocyclic compound with the formula C 4 H 4 S. Consisting of a planar five-membered ...

  3. Pyrrole - Wikipedia

    en.wikipedia.org/wiki/Pyrrole

    Pyrrole has a nutty odor. Pyrrole is a 5-membered aromatic heterocycle, like furan and thiophene. Unlike furan and thiophene, it has a dipole in which the positive end lies on the side of the heteroatom, with a dipole moment of 1.58 D. In CDCl 3, it has chemical shifts at 6.68 (H2, H5) and 6.22 (H3, H4).

  4. Paal–Knorr synthesis - Wikipedia

    en.wikipedia.org/wiki/Paal–Knorr_synthesis

    In organic chemistry, the Paal–Knorr synthesis is a reaction used to synthesize substituted furans, pyrroles, or thiophenes from 1,4-diketones.It is a synthetically valuable method for obtaining substituted furans and pyrroles, which are common structural components of many natural products.

  5. Heterocyclic compound - Wikipedia

    en.wikipedia.org/wiki/Heterocyclic_compound

    Included are pyridine, thiophene, pyrrole, and furan. Another large class of organic heterocycles refers to those fused to benzene rings. For example, the fused benzene derivatives of pyridine, thiophene, pyrrole, and furan are quinoline, benzothiophene, indole, and benzofuran, respectively. The fusion of two benzene rings gives rise to a third ...

  6. Furan - Wikipedia

    en.wikipedia.org/wiki/Furan

    The resonance energies of benzene, pyrrole, thiophene, and furan are, respectively, 152, 88, 121, and 67 kJ/mol (36, 21, 29, and 16 kcal/mol). Thus, these heterocycles, especially furan, are far less aromatic than benzene, as is manifested in the lability of these rings. [ 13 ]

  7. Hantzsch pyrrole synthesis - Wikipedia

    en.wikipedia.org/wiki/Hantzsch_pyrrole_synthesis

    A library of substituted pyrrole analogs can be quickly produced by using continuous flow chemistry (reaction times of around 8 min.). [10] The advantage of using this method, as opposed to the in-flask synthesis, is that this one does not require the work-up and purification of several intermediates, and could therefore lead to a higher ...

  8. Simple aromatic ring - Wikipedia

    en.wikipedia.org/wiki/Simple_aromatic_ring

    Examples of non-basic nitrogen-containing aromatic rings are pyrrole and indole. In the oxygen- and sulfur-containing aromatic rings, one of the electron pairs of the heteroatoms contributes to the aromatic system (similar to the non-basic nitrogen-containing rings), whereas the second lone pair extends in the plane of the ring (similar to the ...

  9. Mannich reaction - Wikipedia

    en.wikipedia.org/wiki/Mannich_reaction

    It is also possible to use activated phenyl groups and electron-rich heterocycles such as furan, pyrrole, and thiophene. Indole is a particularly active substrate; the reaction provides gramine derivatives.