3187-53-9Relevant articles and documents
Syntheses of pterocarpenes and coumestans via regioselective cyclodehydration
Nayak, Maloy,Jung, Youngeun,Kim, Ikyon
, p. 8074 - 8087 (2016/09/09)
A highly efficient synthetic route to pterocarpenes and coumestans is described. BCl3-mediated dehydrative cyclization of 1,3-diaryloxyacetones under mild conditions permitted regioselective ring closure to afford 3-((2-iodoaryloxy)methyl)benzo
Oxidative rearrangement of pentaalkoxychalcones with phenyl-iodine(III) bis(trifluoroacetate) (PIFA): Synthesis of (±)-10-bromopterocarpin and (±)-pterocarpin
Miki, Yasuyoshi,Fujita, Rie,Matsushita, Ko-Ichi
, p. 2533 - 2536 (2007/10/03)
The oxidative rearrangement of pentaalkoxychalcones using the hypervalent iodine compound, phenyliodine(III) bis(trifluoroacetate) (PIFA), has been examined. Treatment of 2,2′-bis(benzyloxy)-4′-methoxy-4,5-methylenedioxychalcone with PIFA gives a rearrangement product in low yield, but 2,2′-bis(benzyloxy)-3-bromo-4′-methoxy-4,5-methylenedioxychalcone yields the rearrangement product, which leads to (±)-bromopterocarpin and (±)-pterocarpin.
Total Synthesis of Sophorapterocarpan A, Maackiain, and Anhydropisatin: Application of a 1,3-Michael-Claisen Annulation to Aromatic Synthesis
Ozaki, Yutaka,Mochida, Keiko,Kim, Sang-Won
, p. 1219 - 1224 (2007/10/02)
A new synthetic route to the pterocarpans using a annulation is described. 1,3-Michael-Claisen condensation of α-methylene-γ-butyrolactones with α-sulphur-substituted ketones gives 6-membered rings which have been converted into the pterocarpan framework by aromatization.Sophorapterocarpan A, maackiain, and anhydropisatin have been prepared employing this new aromatic synthesis.
