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Application of the Meerwein reaction of 1,4-benzoquinone to a metal-free synthesis of benzofuropyridine analogues.

ABSTRACT: Several new heterocyclic systems based on a hydroxybenzofuro[2,3-b]pyridine building block were prepared. This benzofuropyridine is easily available from the Meerwein reaction of benzoquinone and a heterocyclic diazonium salt, followed by reduction and cyclization. Electrophilic substitution and further condensations give polycyclic systems, including oxazolo- and chromeno-fused analogues.

SUBMITTER: Singh R

PROVIDER: S-EPMC8093549 | biostudies-literature | 2021

REPOSITORIES: biostudies-literature

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Application of the Meerwein reaction of 1,4-benzoquinone to a metal-free synthesis of benzofuropyridine analogues.

Singh Rashmi R Horsten Tomas T Prakash Rashmi R Dey Swapan S Dehaen Wim W

Beilstein journal of organic chemistry 20210430

Several new heterocyclic systems based on a hydroxybenzofuro[2,3-<i>b</i>]pyridine building block were prepared. This benzofuropyridine is easily available from the Meerwein reaction of benzoquinone and a heterocyclic diazonium salt, followed by reduction and cyclization. Electrophilic substitution and further condensations give polycyclic systems, including oxazolo- and chromeno-fused analogues. ...[more]

PMID: 33981368

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