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Synthesis of Pyrrole Phosphonate Esters: Emphasis on Pyrrole NH Acids and Dialkylacetylenic Esters Substitution

Maghsoodlou Malek Taher نويسنده , Rostami Charati Faramarz نويسنده , Habibi Khorassani Mostafa نويسنده , Khosroshahrodi Maryam نويسنده , Makha Mohamed نويسنده

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Reaction ojdialkyl acetylenedicarboxylates la-c and pyrrole derivatives 2a-e in the presence oJtriphenylphosphite (TPP) was investigated and the effect ofthe pyrrole substitution was established. Diastereoselectivity is observed with pyrroles, 2a,b, yielding hosphonate ester derivatives 3a-f and 4, and their relative configuration is determined by 1HI13C and 31P NMR and confirmed by single X-ray diffraction. Similar reactions with higher degree oj substitution oj the pyrrole, 2c,e showed no diastereoselectivity.

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