Novel synthesis of pyrido[2,1‐ f ]‐ as ‐triazinium system and its zwitterionic derivatives. Different reactivities of 1‐ and 3‐olates with electrophiles | Zendy

Bátori S. | Zendy; JuhászRiedl Z. S. | Zendy; Sándor P. | Zendy; Messmer A. | Zendy

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Novel synthesis of pyrido[2,1‐ f ]‐ as ‐triazinium system and its zwitterionic derivatives. Different reactivities of 1‐ and 3‐olates with electrophiles

Author(s) -

Bátori S.,

JuhászRiedl Z. S.,

Sándor P.,

Messmer A.

Publication year - 1986

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.5570230213

Subject(s) - chemistry , electrophile , formamide , boron trifluoride , medicinal chemistry , nucleophile , organic chemistry , boron , phosphorus , catalysis

A novel convenient synthesis of the title system has been developed using α‐carbonyl derivatives of N ‐aminopyridine and formamide (and its substituted derivatives) in the presence of phosphorus oxychloride or boron trifluoride. Quaternization of zwitterionic 1‐ and 3‐olates ( 4a, 4b; 11 ) with soft and hard methylating agents has been studied. Mechanistic suggestion are given to explain the formation of the different (solely N‐Me; N‐Me and O‐Me; solely OMe) products.

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