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2005
Benzopyran derivatives
R 0350
Synthesis of Dibenzo[b,d]pyran-6-ones Based on a "[3 + 3] Cyclization—Suzuki
Cross-Coupling" Strategy. — TiCl4-mediated [3 + 3] cyclization of bis-silyl enol
22- 135 ether
(I) with silyl enol ethers (II) derived from 1,3-diketones provides substituted salicylates (III). They can be easily transformed to substituted dibenzo[b,d]pyran-6-ones
(VIII) via conversion to triflates, Suzuki reaction and BBr3-mediated lactonization.
1,1-Dialkylcyclopropane (IX) can be used to form haloethyl-substituted derivatives
such as (XIII). — (NGUYEN, V. T. H.; LANGER*, P.; Tetrahedron Lett. 46 (2005) 6,
1013-1015; Fachber. Chem., Univ. Rostock, D-18051 Rostock, Germany; Eng.) —
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