A rapid synthesis of 2-aryl-5-substituted-2,3-dihydrobenzofurans
(Chemical Equation Presented) An effective strategy has been developed for the rapid and efficient one-pot synthesis of 2-aryl-5-substituted-2,3- dihydrobenzofurans from readily available o-nitrotoluenes and aromatic aldehydes. This strategy allows access to a structurally diverse array of products for further manipulation.
Kuethe, Jeffrey T.,Wong, Audrey,Journet, Michel,Davies, Ian W.
p. 3727 - 3729
(2007/10/03)
A highly active catalyst for the reductive cyclization of ortho-nitrostyrenes under mild conditions
A mild and efficient method for the palladium-catalyzed reductive cyclization of ortho-nitrostyrenes to afford indoles is reported. Treatment of ortho-nitrostyrenes with 0.1 mol% palladium (II) trifluoroacetate [Pd(TFA) 2] and 0.7 mol% 3,4,7,8-tetramethyl-1,10-phenanthroline (tm-phen) in DMF at 15 psig CO and 80°C afforded indoles in good to excellent yields. When the reaction was conducted in toluene, the corresponding N-hydroxyindole was isolated. A mechanism that accounts for the formation of N-hydroxyindole is proposed.
Davies, Ian W.,Smitrovich, Jacqueline H.,Sidler, Rick,Qu, Chuanxing,Gresham, Venita,Bazaral, Charles
p. 6425 - 6437
(2007/10/03)
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