Alkylthio unit as an α-pyrrole protecting group for use in dipyrromethane synthesis

P Thamyongkit, AD Bhise, M Taniguchi…

Index: Thamyongkit, Patchanita; Bhise, Anil D.; Taniguchi, Masahiko; Lindsey, Jonathan S. Journal of Organic Chemistry, 2006 , vol. 71, # 3 p. 903 - 910

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Citation Number: 46

Abstract

The synthesis of porphyrin precursors requires the successive introduction of substituents at the pyrrole α-and α'-positions (2-and 5-, respectively). An α-pyrrole substituent that serves as a temporary masking agent and is not deactivating would greatly facilitate such syntheses, particularly for β-(3, 4)-unsubstituted pyrroles, but has heretofore not been available. A series of α-RS groups (R= Me, Et, n-decyl, Ph) have been investigated in this regard, ...