163461-02-7Relevant articles and documents
STUDIES TOWARD ALKYLTHIOPHENE-2-CARBOXALDEHYDES. REDUCTION OF 3-ALKENYLTHIOPHENES WITH TRIETHYLSILANE/TRIFLUOROACETIC ACID. REGIOSELECTIVTY IN FORMYLATION REACTIONS OF ALKYLTHIOPHENES
Detty, Michael R.,Hays, David S.
, p. 925 - 938 (2007/10/02)
Reduction of 2- or 3-alkenylthiophenes with Et3SiH/CF3CO2H in CH2Cl2 gives the corresponding 2- or 3-alkylthiophene in >90percent isolated yield.The regioselectivity of various Vilsmeier formylations of 3-alkylthiophenes was found to be a function of increasing steric bulk in the 3-alkyl substituent and in the Vilsmeier reagent.The regioselectivty of formylations of 3-alkylthiophenes by initial lithiation with butyllithium in ether followed quenching with DMF is independent of the presence or absence of TMEDA.