TY - JOUR
T1 - Nucleophilic aromatic substitution reactions of meso-Bromosubporphyrin
T2 - Synthesis of a thiopyrane-fused subporphyrin
AU - Shimizu, Daiki
AU - Mori, Hirotaka
AU - Kitano, Masaaki
AU - Cha, Won Young
AU - Oh, Juwon
AU - Tanaka, Takayuki
AU - Kim, Dongho
AU - Osuka, Atsuhiro
N1 - Publisher Copyright:
© 2014 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.
PY - 2014/1/12
Y1 - 2014/1/12
N2 - meso-Bromosubporphyrin undergoes nucleophilic aromatic substitution (SNAr) reactions with arylamines, diarylamines, phenols, ethanol, thiophenols, and n-butanethiol in the presence of suitable bases to provide the corresponding substitution products. The SNAr reactions also proceed well with pyrrole, indole, and carbazole to provide substitution products in moderate to good yields. Finally, the SNAr reaction with 2-bromothiophenol and subsequent intramolecular peripheral arylation reaction affords a thiopyrane-fused subporphyrin.
AB - meso-Bromosubporphyrin undergoes nucleophilic aromatic substitution (SNAr) reactions with arylamines, diarylamines, phenols, ethanol, thiophenols, and n-butanethiol in the presence of suitable bases to provide the corresponding substitution products. The SNAr reactions also proceed well with pyrrole, indole, and carbazole to provide substitution products in moderate to good yields. Finally, the SNAr reaction with 2-bromothiophenol and subsequent intramolecular peripheral arylation reaction affords a thiopyrane-fused subporphyrin.
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U2 - 10.1002/chem.201405110
DO - 10.1002/chem.201405110
M3 - Article
AN - SCOPUS:84915748651
VL - 20
SP - 16194
EP - 16202
JO - Chemistry - A European Journal
JF - Chemistry - A European Journal
SN - 0947-6539
IS - 49
ER -