Synthetic methods for the preparation of ARQ 501 (β-Lapachone) human blood metabolites

Pyrans and their Benzo Derivatives - Synthesis

Synthesis and characterization of 2H-pyrano[3,2-c]coumarin derivatives and their photochromic and redox properties

4-Hydroxycoumarin (= 4-hydroxy-2H-1-benzopyran-2-one) reacts with enals to give 1,2- or 1,4-addition products, depending on the nature and relative location of the substituents on the olefinic double bond (Scheme 2). The resulting adducts further react intra- or intermolecularly, affording dimeric coumarins or pyranocoumarins in the case of 1,2-addition and acetalic pyranocoumarins in the case of 1,4-addition. With enals bearing alkyl groups at C(β), 2H-pyrano[3,2-c]coumarins are the only products formed, and the reaction represents an easy and straightforward entry into this class of recently described biologically active natural products.

The chemistry of coumarin derivatives, part 2. Reaction of 4-hydroxycoumarin with α,β-unsaturated aldehydes†

Diastereoselective annulation of 4-hydroxypyran-2H-ones with enantiopure 2,3-dideoxy-α,β-unsaturated sugar aldehydes derived from respective glycals

Les composes du titre sont obtenus par condensation d'hydroxy-4 coumarines avec l'isoprene suivie de deshydrogenation avec le DDQ; obtention egalement par cette condensation de dimethyl-2,2 tetrahydro-2,3,4,5 pyranno [2,3-b] benzopyranne-1ones-5

Irani Mukherjee

Papers

An elegant synthesis of 2,2-dimethyl-2H,5H-pyrano[3,2-c] [1] benzopyran-5-ones

The Rearrangement of 3, 4-Dihydro-2, 2-Dimethy-2H, 5H-Pyrano [2, 3-b][1] Benzopyran-5-Ones With DDQ

The reaction of 4-hydroxy-2h-1-benzopyran-2-ones with buta-1,3-diene and but-3-en-2-ol

The Rearrangement of 3,4-Dihydro-2,2-dimethyl-2H,5H-pyrano(2,3-b)(1)benzopyran-5-ones with DDQ.