SCHOLTZ Indolizine Synthesis

In the Scholtz indolizine synthesis 2-picoline is heated with acetic anhydride, giving diacetylindolizine. The reaction has been represented as going by diacetylation of the methyl groups... 

The Scholtz synthesis of indolizine (12CB734) is based on the reaction of 2-picoline with acetic anhydride (see Scheme 21 for a possible mechanism). The method is rarely used because of the poor yields often associated with it. 5-Methylindolizine (149 R = Me) has been obtained from lutidine in 5.4% yield together with 4.7% (148 R = Me). 

Saxitoxin occurrence, 5, 604 Saxitoxiri, hydroxy-occurrence, 5, 604 Scholtz synthesis indolizines, 4, 466 Scillaren A occurrence, 3, 883 Scutellarein chemistry, 3, 697 Secobarbital, 3, 150 1,19-Secocorrin nomenclature, 1, 30 A/D-Secocorrin complexes cyclization, 4, 429 A/D-Secocorrin, Al8-dehydro-synthesis, 4, 429 A/D-Secocorrin, 1-oxo-synthesis, 4, 429 Secocorrins... 

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