Synthesis of thienyl analogues of PCBM and investigation of morphology of mixtures in P3HT

• Fukashi Matsumoto,
• Kazuyuki Moriwaki,
• Yuko Takao and
• Toshinobu Ohno

Beilstein J. Org. Chem. 2008, 4, No. 33, doi:10.3762/bjoc.4.33

• procedure [22], as shown in Scheme 1. First, benzo[b]thiophene and thieno[3,2-b]thiophenes were acylated by using SnCl4; the acylation was performed at low temperature as a safeguard against the high reactivity of the thienyl groups (yields: 1a; 15%, 1b; 46%, 1c; 74%, 1d; 33%). Glutaric acid monomethyl

Development of potential manufacturing routes for substituted thiophenes – Preparation of halogenated 2-thiophenecarboxylic acid derivatives as building blocks for a new family of 2,6-dihaloaryl 1,2,4-triazole insecticides

• John W. Hull Jr.,
• Duane R. Romer,
• David E. Podhorez,
• Mezzie L. Ash and
• Christine H. Brady

Beilstein J. Org. Chem. 2007, 3, No. 23, doi:10.1186/1860-5397-3-23

• -Trichloro-2-thiophenecarbonitrile, 3 Our investigation of synthetic routes to the 1,2,4-triazole insecticide XR-906 required a supply of the chlorinated thiophenes 2 or 3 as building blocks for attachment of the C-ring portion. Preparation of trichloro-2-thiophenecarbonitrile 3 has been reported starting

• . However, also present were the butylated thiophenes 25 and 26 (Scheme 5), identified by GC/MS. Thus, in THF the n-butyllithium reagent was too reactive, leading to butyl addition products rather than clean metallation to the 2-thienyllithium intermediate. After successful metallation of 22 and treatment

• 1–3 from commercially available raw materials have been developed and demonstrated on a laboratory scale. The halogenated thiophenes with an acid chloride or nitrile functional group at the 2-position are key building blocks for a new family of 1,2,4-triazole insecticides. A one-pot bromination