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Table · dataset · 2026

Dithiane-Enabled Divergent Ring Rearrangements for the Construction of Sulfur-Containing Semisaturated Fused Pyridines and Pyrroles

Listed in ZivaHub and Deakin Research Online and DMU Figshare — shown once because both records carry DOI 10.1021/acs.orglett.6c03956.s001

Sulfur-containing semisaturated <i>N</i>-heterocycles represent valuable three-dimensional drug-relevant scaffolds, yet general divergent synthetic approaches remain scarce.

Description

Herein, we report a metal-free <i>cis</i>-selective [3 + 2] cycloaddition between alkynyl 1,3-dithianes and 2<i>H</i>-azirines to construct strain-encoded bicyclic aziridine intermediates. The 1,3-dithiane unit functions as a sulfur shuttle that enables two reagent-controlled rearrangement pathways: Brønsted-acid-mediated ring expansion through 1,2-sulfur migration affords sulfur-functionalized semisaturated fused pyridines, whereas oxidative Lewis-acid-promoted ring contraction furnishes sulfur-functionalized semisaturated fused pyrroles.

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Where it is published

Catalogue records · 1

Topics

Provenance · 3 source records, 35 field assertions
SourceKeyLast seenRaw
ZivaHuboai:figshare.com:article/340460599 d agoJSON v1
Deakin Research Onlineoai:figshare.com:article/340460599 d agoJSON v1
DMU Figshareoai:figshare.com:article/340460599 d agoJSON v1
FieldAssertionExtractorEvidence
access_levelsource · zivahub uct ac zaconnector:zivahub_uct_ac_za@1.0.0
concepts[disease].local:disease:cancermapping · figshare dmu ac ukvocabulary-mapper@1.0.0keywords['Cancer']
concepts[disease].local:disease:cancermapping · zivahub uct ac zavocabulary-mapper@1.0.0keywords['Cancer']
concepts[disease].local:disease:cancermapping · dro deakin edu auvocabulary-mapper@1.0.0keywords['Cancer']
concepts[field].anzsrc:group:3101mapping · zivahub uct ac zavocabulary-mapper@1.0.0keywords['Cell Biology']
concepts[field].anzsrc:group:3101mapping · figshare dmu ac ukvocabulary-mapper@1.0.0keywords['Cell Biology']
concepts[field].anzsrc:group:3101mapping · dro deakin edu auvocabulary-mapper@1.0.0keywords['Cell Biology']
concepts[field].anzsrc:group:3105mapping · dro deakin edu auvocabulary-mapper@1.0.0keywords['Genetics']
concepts[field].anzsrc:group:3105mapping · figshare dmu ac ukvocabulary-mapper@1.0.0keywords['Genetics']
concepts[field].anzsrc:group:3105mapping · zivahub uct ac zavocabulary-mapper@1.0.0keywords['Genetics']
concepts[field].anzsrc:group:3108mapping · dro deakin edu auvocabulary-mapper@1.0.0keywords['Plant Biology']
concepts[field].anzsrc:group:3108mapping · figshare dmu ac ukvocabulary-mapper@1.0.0keywords['Plant Biology']
concepts[field].anzsrc:group:3108mapping · zivahub uct ac zavocabulary-mapper@1.0.0keywords['Plant Biology']
concepts[field].local:field:astronomymapping · zivahub uct ac zaconnector:zivahub_uct_ac_za@1.0.0
concepts[field].local:field:astronomymapping · figshare dmu ac ukconnector:figshare_dmu_ac_uk@1.0.0
concepts[field].local:field:astronomymapping · dro deakin edu auconnector:dro_deakin_edu_au@1.0.0
concepts[field].local:field:chemistrymapping · zivahub uct ac zaconnector:zivahub_uct_ac_za@1.0.0
concepts[field].local:field:chemistrymapping · figshare dmu ac ukconnector:figshare_dmu_ac_uk@1.0.0
concepts[field].local:field:chemistrymapping · dro deakin edu auconnector:dro_deakin_edu_au@1.0.0
concepts[field].local:field:earth-environmentalmapping · dro deakin edu auconnector:dro_deakin_edu_au@1.0.0
concepts[field].local:field:earth-environmentalmapping · zivahub uct ac zaconnector:zivahub_uct_ac_za@1.0.0
concepts[field].local:field:earth-environmentalmapping · figshare dmu ac ukconnector:figshare_dmu_ac_uk@1.0.0
concepts[field].local:field:life-sciencesmapping · dro deakin edu auconnector:dro_deakin_edu_au@1.0.0
concepts[field].local:field:life-sciencesmapping · figshare dmu ac ukconnector:figshare_dmu_ac_uk@1.0.0
concepts[field].local:field:life-sciencesmapping · zivahub uct ac zaconnector:zivahub_uct_ac_za@1.0.0
concepts[field].local:field:medicine-healthmapping · dro deakin edu auconnector:dro_deakin_edu_au@1.0.0
concepts[field].local:field:medicine-healthmapping · zivahub uct ac zaconnector:zivahub_uct_ac_za@1.0.0
concepts[field].local:field:medicine-healthmapping · figshare dmu ac ukconnector:figshare_dmu_ac_uk@1.0.0
concepts[field].local:field:psychology-behavioralmapping · zivahub uct ac zaconnector:zivahub_uct_ac_za@1.0.0
concepts[field].local:field:psychology-behavioralmapping · dro deakin edu auconnector:dro_deakin_edu_au@1.0.0
concepts[field].local:field:psychology-behavioralmapping · figshare dmu ac ukconnector:figshare_dmu_ac_uk@1.0.0
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titlesource · zivahub uct ac zaconnector:zivahub_uct_ac_za@1.0.0/metadata/dc/title