Reactivity of 3-Ethoxycarbonyl Isoquinolinium Salts Towards Various Nucleophilic Reagents: Applications to the Synthesis of New 1,2-Dihydroisoquinoline-3-carboxylates

doi:10.3390/70200252

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Molecules 2002, 7(2), 252-263; doi:10.3390/70200252

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Reactivity of 3-Ethoxycarbonyl Isoquinolinium Salts Towards Various Nucleophilic Reagents: Applications to the Synthesis of New 1,2-Dihydroisoquinoline-3-carboxylates

Mohamed Ameziane Aït Amer Meziane and Jean Pierre Bazureau*

Université de Rennes 1, Institut de Chimie, Synthèse & Electrosynthèses Organiques 3 (SESO 3), UMR-CNRS 6510, Bât. 10A, Campus de Beaulieu, Avenue du Général Leclerc, CS 74205, 35042 RENNES Cedex, France

* Author to whom correspondence should be addressed.

Received: 16 January 2002; in revised form: 19 February 2002 / Accepted: 20 February 2002 / Published: 28 February 2002

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Abstract: Different types of novel 1,2-disubstituted 1,2-dihydro isoquinolines were synthesized by addition reactions of organolithium, alcoholates and borohydride reagents with various isoquinolinium salts. The leaving group character of the isoquinoline moiety was also evidenced.

Keywords: 1; 2-dihydro isoquinoline; lipophilic isoquinolinium; solvent-free quaternization; organolithium; alcoholate; N; O-acetal; domino reaction

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MDPI and ACS Style

Meziane, M.A.A.A.; Bazureau, J.P. Reactivity of 3-Ethoxycarbonyl Isoquinolinium Salts Towards Various Nucleophilic Reagents: Applications to the Synthesis of New 1,2-Dihydroisoquinoline-3-carboxylates. Molecules 2002, 7, 252-263.

AMA Style

Meziane MAAA, Bazureau JP. Reactivity of 3-Ethoxycarbonyl Isoquinolinium Salts Towards Various Nucleophilic Reagents: Applications to the Synthesis of New 1,2-Dihydroisoquinoline-3-carboxylates. Molecules. 2002; 7(2):252-263.

Chicago/Turabian Style

Meziane, Mohamed A.A.A.; Bazureau, Jean P. 2002. "Reactivity of 3-Ethoxycarbonyl Isoquinolinium Salts Towards Various Nucleophilic Reagents: Applications to the Synthesis of New 1,2-Dihydroisoquinoline-3-carboxylates." Molecules 7, no. 2: 252-263.

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