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2004
Indan derivatives
Q 1050
Rhodium-Catalyzed Tandem Cyclization: Formation of 1H-Indenes and 1-Alkyfrom Arylboronate Esters in Aqueous Media. — Rhodium-catalyzed
46- 100 lideneindans
tandem cyclization of various arylboronic esters (I) and (VII) with internal alkynes (II),
(IV) and (VIII) proceeds smoothly to furnish polysubstituted indene derivatives in
moderate to good yields. A wide diversity of functional groups is tolerated. In most cases, the reaction proceeds with excellent regioselectivity, only with alkynoate (IV), a
mixture of regioisomers is obtained. A similar cyclization is achieved in the rhodium-catalyzed reaction of arylboronate (X) containing an alkyne with acrylate (XI) to
give alkylideneindans (XII)/(XIII) in ratios depending on the nature of solvent. —
(LAUTENS*, M.; MARQUARDT, T.; J. Org. Chem. 69 (2004) 14, 4607-4614; Dep.
Chem., Univ. Toronto, Toronto, Ont. M5S 3H6, Can.; Eng.) — Mischke
2004
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