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7499182 
Journal Article 
Nucleophilic aromatic substitution reactions of meso-bromosubporphyrin: synthesis of a thiopyrane-fused subporphyrin 
Shimizu, D; Mori, H; Kitano, M; Cha, WY; Oh, J; Tanaka, T; Kim, D; Osuka, A 
2014 
Yes 
Chemistry: A European Journal
ISSN: 0947-6539
EISSN: 1521-3765 
20 
49 
16194-16202 
English 
25336122 
WOS:000345515700022 
meso-Bromosubporphyrin undergoes nucleophilic aromatic substitution (SN Ar) reactions with arylamines, diarylamines, phenols, ethanol, thiophenols, and n-butanethiol in the presence of suitable bases to provide the corresponding substitution products. The SN Ar reactions also proceed well with pyrrole, indole, and carbazole to provide substitution products in moderate to good yields. Finally, the SN Ar reaction with 2-bromothiophenol and subsequent intramolecular peripheral arylation reaction affords a thiopyrane-fused subporphyrin.