Copper and secondary amine‐catalyzed pyridine synthesis from o‐acetyl oximes and α,β-unsaturated aldehydes

A. Acetophenone O-acetyl oxime (1). A 250-mL, two-necked roundbottomed flask equipped with a Teflon-coated magnetic stir bar (oval, 20 x 10 mm) is charged with acetophenone (9.33 mL, 80.0 mmol, 1 equiv) (Note 2), pyridine (18 mL, 223 mmol, 2.8 equiv) (Note 3), ethanol (40 mL) (Note 4), and hydroxyl...

Full description

Saved in:

Bibliographic Details
Main Authors:	Tan, Wei Wen, Wu, Bin, Wei, Ye, Yoshikai, Naohiko
Other Authors:	School of Physical and Mathematical Sciences
Format:	Article
Language:	English
Published:	2020
Subjects:	Science::Chemistry Acetophenone Hydroxylamine Hydrochloride
Online Access:	https://hdl.handle.net/10356/139034
Tags:	Add Tag No Tags, Be the first to tag this record!
Institution:	Nanyang Technological University
Language:	English

id	sg-ntu-dr.10356-139034
record_format	dspace
spelling	sg-ntu-dr.10356-1390342023-02-28T20:00:56Z Copper and secondary amine‐catalyzed pyridine synthesis from o‐acetyl oximes and α,β-unsaturated aldehydes Tan, Wei Wen Wu, Bin Wei, Ye Yoshikai, Naohiko School of Physical and Mathematical Sciences Science::Chemistry Acetophenone Hydroxylamine Hydrochloride A. Acetophenone O-acetyl oxime (1). A 250-mL, two-necked roundbottomed flask equipped with a Teflon-coated magnetic stir bar (oval, 20 x 10 mm) is charged with acetophenone (9.33 mL, 80.0 mmol, 1 equiv) (Note 2), pyridine (18 mL, 223 mmol, 2.8 equiv) (Note 3), ethanol (40 mL) (Note 4), and hydroxylamine hydrochloride (8.33 g, 120 mmol, 1.5 equiv) (Note 5). The resulting mixture is stirred at 60 °C for 75 min (Notes 6 and 7) (Figure 1) and then cooled to 22 °C. Water (80 mL) is added, and the resulting biphasic mixture is transferred to a 500-mL separatory funnel. Accepted version 2020-05-15T02:08:02Z 2020-05-15T02:08:02Z 2019 Journal Article Tan, W. W., Wu, B., Wei, Y., & Yoshikai, N. (2018). Copper and secondary amine‐catalyzed pyridine synthesis from o‐acetyl oximes and α,β-unsaturated aldehydes. Organic Syntheses, 95, 1-14. doi:10.1002/0471264229.os095.01 9780471264224 0078-6209 https://hdl.handle.net/10356/139034 10.1002/0471264229.os095.01 2-s2.0-85072078793 95 1 14 en Organic Syntheses © 2018 Organic Syntheses. All rights reserved. This paper was published in Organic Syntheses and is made available with permission of Organic Syntheses. application/pdf
institution	Nanyang Technological University
building	NTU Library
continent	Asia
country	Singapore Singapore
content_provider	NTU Library
collection	DR-NTU
language	English
topic	Science::Chemistry Acetophenone Hydroxylamine Hydrochloride
spellingShingle	Science::Chemistry Acetophenone Hydroxylamine Hydrochloride Tan, Wei Wen Wu, Bin Wei, Ye Yoshikai, Naohiko Copper and secondary amine‐catalyzed pyridine synthesis from o‐acetyl oximes and α,β-unsaturated aldehydes
description	A. Acetophenone O-acetyl oxime (1). A 250-mL, two-necked roundbottomed flask equipped with a Teflon-coated magnetic stir bar (oval, 20 x 10 mm) is charged with acetophenone (9.33 mL, 80.0 mmol, 1 equiv) (Note 2), pyridine (18 mL, 223 mmol, 2.8 equiv) (Note 3), ethanol (40 mL) (Note 4), and hydroxylamine hydrochloride (8.33 g, 120 mmol, 1.5 equiv) (Note 5). The resulting mixture is stirred at 60 °C for 75 min (Notes 6 and 7) (Figure 1) and then cooled to 22 °C. Water (80 mL) is added, and the resulting biphasic mixture is transferred to a 500-mL separatory funnel.
author2	School of Physical and Mathematical Sciences
author_facet	School of Physical and Mathematical Sciences Tan, Wei Wen Wu, Bin Wei, Ye Yoshikai, Naohiko
format	Article
author	Tan, Wei Wen Wu, Bin Wei, Ye Yoshikai, Naohiko
author_sort	Tan, Wei Wen
title	Copper and secondary amine‐catalyzed pyridine synthesis from o‐acetyl oximes and α,β-unsaturated aldehydes
title_short	Copper and secondary amine‐catalyzed pyridine synthesis from o‐acetyl oximes and α,β-unsaturated aldehydes
title_full	Copper and secondary amine‐catalyzed pyridine synthesis from o‐acetyl oximes and α,β-unsaturated aldehydes
title_fullStr	Copper and secondary amine‐catalyzed pyridine synthesis from o‐acetyl oximes and α,β-unsaturated aldehydes
title_full_unstemmed	Copper and secondary amine‐catalyzed pyridine synthesis from o‐acetyl oximes and α,β-unsaturated aldehydes
title_sort	copper and secondary amine‐catalyzed pyridine synthesis from o‐acetyl oximes and α,β-unsaturated aldehydes
publishDate	2020
url	https://hdl.handle.net/10356/139034
_version_	1759854561478049792

Copper and secondary amine‐catalyzed pyridine synthesis from o‐acetyl oximes and α,β-unsaturated aldehydes

Similar Items