Modular approach to substituted Boc-protected 4-(Aminomethyl)pyrroles

Songzhe Han; Samir Z. Zard

doi:10.1021/ol500544u

Modular approach to substituted Boc-protected 4-(Aminomethyl)pyrroles

Songzhe Han
, Samir Z. Zard

Laboratoire de Synthèse Organique

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

Abstract

The radical addition of various α-xanthyl ketones to Boc-protected azetine gives adducts which, when treated with ammonia or primary amines, furnish 2,4-disubstituted, 2,3,4-trisubstituted, and polycyclic pyrroles having a protected aminomethyl group at position 4. An unusual ring-opening was observed in the case of a cyclobutanone precursor.

Original language	English
Pages (from-to)	1992-1995
Number of pages	4
Journal	Organic Letters
Volume	16
Issue number	7
DOIs	https://doi.org/10.1021/ol500544u
Publication status	Published - 4 Apr 2014
Externally published	Yes

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@article{8e7f3704005a476ea81e7ad8fa098f39,

title = "Modular approach to substituted Boc-protected 4-(Aminomethyl)pyrroles",

abstract = "The radical addition of various α-xanthyl ketones to Boc-protected azetine gives adducts which, when treated with ammonia or primary amines, furnish 2,4-disubstituted, 2,3,4-trisubstituted, and polycyclic pyrroles having a protected aminomethyl group at position 4. An unusual ring-opening was observed in the case of a cyclobutanone precursor.",

author = "Songzhe Han and Zard, \{Samir Z.\}",

year = "2014",

month = apr,

day = "4",

doi = "10.1021/ol500544u",

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journal = "Organic Letters",

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T1 - Modular approach to substituted Boc-protected 4-(Aminomethyl)pyrroles

AU - Han, Songzhe

AU - Zard, Samir Z.

PY - 2014/4/4

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N2 - The radical addition of various α-xanthyl ketones to Boc-protected azetine gives adducts which, when treated with ammonia or primary amines, furnish 2,4-disubstituted, 2,3,4-trisubstituted, and polycyclic pyrroles having a protected aminomethyl group at position 4. An unusual ring-opening was observed in the case of a cyclobutanone precursor.

AB - The radical addition of various α-xanthyl ketones to Boc-protected azetine gives adducts which, when treated with ammonia or primary amines, furnish 2,4-disubstituted, 2,3,4-trisubstituted, and polycyclic pyrroles having a protected aminomethyl group at position 4. An unusual ring-opening was observed in the case of a cyclobutanone precursor.

U2 - 10.1021/ol500544u

DO - 10.1021/ol500544u

M3 - Article

C2 - 24646397

AN - SCOPUS:84898717681

SN - 1523-7060

VL - 16

SP - 1992

EP - 1995

JO - Organic Letters

JF - Organic Letters

IS - 7

ER -

Modular approach to substituted Boc-protected 4-(Aminomethyl)pyrroles

Abstract

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