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Cover Feature: Ipso Nitration of 2‐Halothiophenes with Silver Nitrate (Asian J. Org. Chem. 12/2017)
Author(s) -
Lee GonAnn,
Lin HungChun,
Lee HsinYi,
Chen ChienHsun,
Huang HsiangYun
Publication year - 2017
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201700534
Subject(s) - nitration , chemistry , halogen , reagent , aryl , cover (algebra) , nitrate , combinatorial chemistry , organic chemistry , photochemistry , medicinal chemistry , mechanical engineering , alkyl , engineering
A halogen (iodo or bromo atom), placed at the C2 position of thiophenes, provides a reactive site for ipso nitration. The reaction of aryl‐substituted 2‐halothiophenes is achieved with AgNO 3 , a readily available reagent, without any additives to give 2‐nitrothiophenes. 2‐Styryl‐5‐halothiophenes and the bisthienyl derivatives could be smoothly converted to the corresponding ipso ‐nitration products in moderate to good yields. This transformation is believed to proceed via an Ag III intermediate and oxygen absorption. More information can be found in the Communication by Gon‐Ann Lee et al. on page 1733 in Issue 12, 2017 (DOI: 10.1002/ajoc.201700392).