A facile 1,2-annelation of cycloheptatrienone with dithiols. Failure of a dithioketalization

Cavazza, Marino; Morganti, Gioia

doi:10.1016/s0040-4039(01)94771-9

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2002

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Cited by 6 publications

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“…Utilization of this method for the preparation of 3b and 3c, inhibitors of the enzyme phenylethanolamine N-methyltransferase, was recently claimed. 3 Upon examining these reactions, however, we discovered that the major products from 2a-c, which correspond to those reported to be 3a-c, are in fact the isomeric 4-methyltetrahydroisoquinolines 4a-c (Scheme I).…”

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confidence: 72%

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Friedel-Crafts cyclization of chloro-substituted (benzylamino)propyl bromides. Formation of 4-methyltetrahydroisoquinolines

Perchonock¹,

Finkelstein²

1980

J. Org. Chem.

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mentioning

confidence: 72%

“…( 3) Belgian Patent 868471, Dec 27 (1978). ( 4) G. A. Olah, Ed., "Friedel-Crafts and Related Relations", Vol.…”

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confidence: 99%

Friedel-Crafts cyclization of chloro-substituted (benzylamino)propyl bromides. Formation of 4-methyltetrahydroisoquinolines

Perchonock¹,

Finkelstein²

1980

J. Org. Chem.

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2,4,6-Cycloheptatrien-1-one

Troyansky

2001

Encyclopedia of Reagents for Organic Synthesis

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Reactions between Triazolinediones and Equilibrating Forms of Cycloheptatriene Derivatives Featuring 7,7-Spiro and 1,7-Fused Heterocyclic Rings

Freccero¹,

Gandolfi²,

Sarzi-Amadè³

et al. 2002

Eur. J. Org. Chem.

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Nitrile oxide−azaheptafulvene adducts consist of rapidly equilibrating mixtures of fused (1) and spiro (2) isomers, the relative stabilities of which are nicely reproduced by B3LYP/ 6-31G* calculations. The reaction between these compounds and MTAD affords only two diastereomeric adducts [9 (dominant) and 10], both deriving from the reaction of MTAD with 1 even in cases in which that isomer could not be detected by NMR spectroscopy. These adducts are formal Diels−Alder

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A facile 1,2-annelation of cycloheptatrienone with dithiols. Failure of a dithioketalization

Cited by 6 publications

References 1 publication

Friedel-Crafts cyclization of chloro-substituted (benzylamino)propyl bromides. Formation of 4-methyltetrahydroisoquinolines

Friedel-Crafts cyclization of chloro-substituted (benzylamino)propyl bromides. Formation of 4-methyltetrahydroisoquinolines

2,4,6-Cycloheptatrien-1-one

Reactions between Triazolinediones and Equilibrating Forms of Cycloheptatriene Derivatives Featuring 7,7-Spiro and 1,7-Fused Heterocyclic Rings

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