135678-30-7Relevant articles and documents
Synthesis of a C8 oxygenated pyranonaphthoquinone: a useful precursor to dimeric pyranonaphthoquinones
Bachu, Prabhakar,Sperry, Jonathan,Brimble, Margaret A.
, p. 3343 - 3350 (2008)
The synthesis of a pyranonaphthoquinone bearing an oxygenated substituent at C8 is reported. The oxygen substituent at C8 provides a key functionality for use as a homocoupling precursor for the synthesis of a dimeric pyranonaphthoquinone.
Pd(OAc)2-catalyzed domino reactions of 1,2-dihaloarenes and 2-haloaryl arenesulfonates with Grignard reagents: efficient synthesis of substituted fluorenes
Dong, Cheng-Guo,Hu, Qiao-Sheng
, p. 2537 - 2552 (2008/09/19)
Pd(OAc)2-catalyzed domino reactions of 1,2-dihalobenzenes and 2-haloaryl arenesulfonates with hindered Grignard reagents to form substituted fluorenes, which are believed to occur through palladium associated aryne intermediates, are described. Such palladium associated aryne reaction pathway was found to be favored by omitting the use of phosphine and N-heterocyclic carbene ligands for palladium catalysts and with better leaving groups. Our study suggested that Pd(leaving group)X associated arynes should be formed first and the sp3 C-H activation preferentially occurred at benzylic C-(1°)H bonds. The work described here provides a high yield, one-step access to substituted fluorenes from readily available 1,2-dihalobenzenes and 2-haloaryl arenesulfonates and hindered Grignard reagents, and this substituted fluorene-making method may find applications in the preparation of substituted fluorene-containing molecules including polymers.
Regioselectivity in the Reactions of Methoxydehydrobenzenes with Furans. Part 2. 2-Methoxyfuran and Methoxydehydrobenzenes
Giles, Robin G. F.,Hughes, Andrew B.,Sargent, Melvyn V.
, p. 1581 - 1587 (2007/10/02)
Acid-induced ring opening of adducts of furan and methoxydehydrobenzenes gives the naphthalenols derived from the more stable carbocation.The cycloadditions of methoxydehydrobenzenes containing a 3-methoxy group and 2-methoxyfuran are highly regiospecific