A very simple route to benzonaphtho[1,5]diazocines using vilsmeier reagents via the 't-amino effect'

Ying Cheng; Hai Bo Yang; Bo Liu; Otto Meth-Cohn; David Watkin; Stephen Humphries

doi:10.1055/s-2002-28513

A very simple route to benzonaphtho[1,5]diazocines using vilsmeier reagents via the 't-amino effect'

Ying Cheng^*
, Hai Bo Yang
, Bo Liu
, Otto Meth-Cohn
, David Watkin
, Stephen Humphries

^*Corresponding author for this work

Beijing Normal University
University of Sunderland
University of Oxford

Research output: Contribution to journal › Article › peer-review

12 Scopus citations

Abstract

The novel fused heterocyclic systems 7,8,13,14-tetrahydrobenzo[b]naphtho[1,2-f][1,5]diazocine and 7,8,13,14-tetrahydrobenzo[b]naphtho[2,1-f][1,5]diazocine were prepared in moderate yields in a one step reaction by Vilsmeier formylation of 1-dimethyl-aminonaphthalene or 2-dimethylaminonaphthalene, respectively, by way of the 't-amino effect'. Novel rearranged by-products were formed from 2-dimethylaminonaphthalene.

Original language	English
Pages (from-to)	906-910
Number of pages	5
Journal	Synthesis (Germany)
Issue number	7
DOIs	https://doi.org/10.1055/s-2002-28513
State	Published - 2002
Externally published	Yes

Keywords

Benzonaphthodiazocines
Dimethylaminonaphthalenes
Vilsmeier

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title = "A very simple route to benzonaphtho[1,5]diazocines using vilsmeier reagents via the 't-amino effect'",

abstract = "The novel fused heterocyclic systems 7,8,13,14-tetrahydrobenzo[b]naphtho[1,2-f][1,5]diazocine and 7,8,13,14-tetrahydrobenzo[b]naphtho[2,1-f][1,5]diazocine were prepared in moderate yields in a one step reaction by Vilsmeier formylation of 1-dimethyl-aminonaphthalene or 2-dimethylaminonaphthalene, respectively, by way of the 't-amino effect'. Novel rearranged by-products were formed from 2-dimethylaminonaphthalene.",

keywords = "Benzonaphthodiazocines, Dimethylaminonaphthalenes, Vilsmeier",

author = "Ying Cheng and Yang, \{Hai Bo\} and Bo Liu and Otto Meth-Cohn and David Watkin and Stephen Humphries",

year = "2002",

doi = "10.1055/s-2002-28513",

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journal = "Synthesis (Germany)",

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T1 - A very simple route to benzonaphtho[1,5]diazocines using vilsmeier reagents via the 't-amino effect'

AU - Cheng, Ying

AU - Yang, Hai Bo

AU - Liu, Bo

AU - Meth-Cohn, Otto

AU - Watkin, David

AU - Humphries, Stephen

PY - 2002

Y1 - 2002

N2 - The novel fused heterocyclic systems 7,8,13,14-tetrahydrobenzo[b]naphtho[1,2-f][1,5]diazocine and 7,8,13,14-tetrahydrobenzo[b]naphtho[2,1-f][1,5]diazocine were prepared in moderate yields in a one step reaction by Vilsmeier formylation of 1-dimethyl-aminonaphthalene or 2-dimethylaminonaphthalene, respectively, by way of the 't-amino effect'. Novel rearranged by-products were formed from 2-dimethylaminonaphthalene.

AB - The novel fused heterocyclic systems 7,8,13,14-tetrahydrobenzo[b]naphtho[1,2-f][1,5]diazocine and 7,8,13,14-tetrahydrobenzo[b]naphtho[2,1-f][1,5]diazocine were prepared in moderate yields in a one step reaction by Vilsmeier formylation of 1-dimethyl-aminonaphthalene or 2-dimethylaminonaphthalene, respectively, by way of the 't-amino effect'. Novel rearranged by-products were formed from 2-dimethylaminonaphthalene.

KW - Benzonaphthodiazocines

KW - Dimethylaminonaphthalenes

KW - Vilsmeier

UR - https://www.scopus.com/pages/publications/0036351244

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DO - 10.1055/s-2002-28513

M3 - 文章

AN - SCOPUS:0036351244

SN - 0039-7881

SP - 906

EP - 910

JO - Synthesis (Germany)

JF - Synthesis (Germany)

IS - 7

ER -

A very simple route to benzonaphtho[1,5]diazocines using vilsmeier reagents via the 't-amino effect'

Abstract

Keywords

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