A Formal [5+1] Annulation Reaction of Sulfur Ylides and 2‐(1 H ‐indol‐2‐yl)phenols: Access to Indole‐Fused 4 H ‐benzo[ e ][1,3]oxazines | Zendy

Jia Penghao | Zendy; Huang You | Zendy

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A Formal [5+1] Annulation Reaction of Sulfur Ylides and 2‐(1 H ‐indol‐2‐yl)phenols: Access to Indole‐Fused 4 H ‐benzo[ e ][1,3]oxazines

Author(s) -

Jia Penghao,

Huang You

Publication year - 2018

Publication title -

advanced synthesis and catalysis

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.541

H-Index - 155

eISSN - 1615-4169

pISSN - 1615-4150

DOI - 10.1002/adsc.201800573

Subject(s) - chemistry , synthon , annulation , thioether , indole test , phenols , moiety , sulfur , salt (chemistry) , medicinal chemistry , stereochemistry , organic chemistry , catalysis

The first sulfur ylides involved formal [5+1]‐annulation reaction was developed between prop‐2‐ynylsulfonium salts and 2‐(1 H ‐indol‐2‐yl)phenols. Prop‐2‐ynylsulfonium salt participates in the reaction with its β‐carbon atom and acts as a novel C 1 synthon. Various indole‐fused 4 H ‐benzo[ e ][1,3]oxazines bearing a thioether moiety were constructed in good to high yields under mild conditions.

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