Phenylboronic acid-mediated synthesis of 2H-chromenes

BA Chauder, CC Lopes, RSC Lopes, AJM da Silva…

Index: Chauder, Brian A.; Lopes, Claudio C.; Lopes, Rosangela S. C.; Da Silva, Alcides J. M.; Snieckus, Victor Synthesis, 1998 , # 3 p. 279 - 282

Full Text: HTML

Citation Number: 33

Abstract

Abstract: Condensation of phenols with but-2-enal and 3-methylbut-2-enal in the presence of phenylboronic acid in acetic acid–toluene solution leads to substituted and condensed 2H- chromenes, constituting a mild and advantageous complement to classical routes for this class of heterocycles. Key words: 2H-chromene, phenylboronic acid, condensation of phenols with unsaturated aldehydes

~96%

~35%

A highly adaptable catalyst/substrate system for the synthes...

[Aponick, Aaron; Biannic, Berenger; Jong, Michael R. Chemical Communications, 2010 , vol. 46, # 36 p. 6849 - 6851]

Cyclodehydrogenation of ortho-(3, 3-dimethylallyl) phenols w...

[Barua, P.; Barua, N. C.; Sharma, R.P. Tetrahedron Letters, 1983 , vol. 24, # 51 p. 5801 - 5804]

Synthesis of 4, 4-Dimethyl-5-methylene-4, 5-dihydrofurans

[Chenevert, Robert; Page, Jocelyne; Plante, Raymond; Beaucage, Dominique Synthesis, 1982 , # 1 p. 75 - 77]

Cyclodehydrogenation of ortho-(3, 3-dimethylallyl) phenols w...

[Barua, P.; Barua, N. C.; Sharma, R.P. Tetrahedron Letters, 1983 , vol. 24, # 51 p. 5801 - 5804]