Photocycloaddition of Four-Carbon-Tethered Pyridones. Intramolecular Hydrogen Bonding and Facilitated Amide Hydrolysis by a Proximal Secondary Alcohol1

M Zhu, Z Qiu, GP Hiel…

Index: Hoenel, Michael; Vierhapper, Friedrich W. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1980 , p. 1933 - 1939

Full Text: HTML

Citation Number: 15

Abstract

... The Journal of Organic ... 67 (10), pp 3487–3493. DOI: 10.1021/jo025565n. Publication Date (Web): April 19, 2002. Copyright © 2002 American Chemical Society. ... phase was washed with saturated NaHCO 3 (10 mL), and the aqueous phases were extracted with methylene chloride ...

 Related Synthetic Route
6-(Trifluoromethyl)quinoline Structure

325-13-3

6-(Trifluoromet...

~65%

N/A Structure

75414-09-4

N/A

6-(trifluoromethyl)-1,2,3,4-tetrahydroquinoline Structure

75414-00-5

6-(trifluoromet...

6-(Trifluoromethyl)quinoline Structure

325-13-3

6-(Trifluoromet...

~%

6-(trifluoromethyl)-1,2,3,4-tetrahydroquinoline Structure

75414-00-5

6-(trifluoromet...

8-isopropyl-2,3,4,4a,5,6,7,8-octahydroquinoline Structure

343791-89-9

8-isopropyl-2,3...

~25%

isopropyl quinoline Structure

6457-30-3

isopropyl quinoline

Quinoline, 5,6,7,8-tetrahydro-8-(1-methylethyl)- (9CI) Structure

75414-03-8

Quinoline, 5,6,...

isopropyl quinoline Structure

6457-30-3

isopropyl quinoline

~69%

Quinoline, 1,2,3,4-tetrahydro-8-(1-methylethyl)- (9CI) Structure

75413-97-7

Quinoline, 1,2,...

Quinoline, 5,6,7,8-tetrahydro-8-(1-methylethyl)- (9CI) Structure

75414-03-8

Quinoline, 5,6,...

2-propan-2-ylcyclohexan-1-one Structure

1004-77-9

2-propan-2-ylcy...

~%

Quinoline, 5,6,7,8-tetrahydro-8-(1-methylethyl)- (9CI) Structure

75414-03-8

Quinoline, 5,6,...

N/A Structure

26974-22-1

N/A

~%

Quinoline, 5,6,7,8-tetrahydro-8-(1-methylethyl)- (9CI) Structure

75414-03-8

Quinoline, 5,6,...

N-[2-(3-aminopropyl)-6-isopropylcyclohex-1-enyl]pyrrolidine Structure

75414-13-0

N-[2-(3-aminopr...

~%

Quinoline, 5,6,7,8-tetrahydro-8-(1-methylethyl)- (9CI) Structure

75414-03-8

Quinoline, 5,6,...

N-(2-(2-cyanoethyl)-6-isopropylcyclohex-1-enyl)pyrrolidine Structure

75414-12-9

N-(2-(2-cyanoet...

~%

Quinoline, 5,6,7,8-tetrahydro-8-(1-methylethyl)- (9CI) Structure

75414-03-8

Quinoline, 5,6,...

2-Nitrocumene Structure

6526-72-3

2-Nitrocumene

~%

Quinoline, 5,6,7,8-tetrahydro-8-(1-methylethyl)- (9CI) Structure

75414-03-8

Quinoline, 5,6,...

8-isopropyl-2,3,4,4a,5,6,7,8-octahydroquinoline Structure

343791-89-9

8-isopropyl-2,3...

~%

Quinoline, 5,6,7,8-tetrahydro-8-(1-methylethyl)- (9CI) Structure

75414-03-8

Quinoline, 5,6,...

ISOPROPYLANILINE Structure

643-28-7

ISOPROPYLANILINE

~%

Quinoline, 5,6,7,8-tetrahydro-8-(1-methylethyl)- (9CI) Structure

75414-03-8

Quinoline, 5,6,...

6-Hydroxyquinoline Structure

580-16-5

6-Hydroxyquinoline

~0%

5,6,7,8-tetrahydroquinoline Structure

10500-57-9

5,6,7,8-tetrahy...

5,6,7,8-Tetrahydro-6-quinolinol Structure

75414-08-3

5,6,7,8-Tetrahy...

6-Methoxyquinoline Structure

5263-87-6

6-Methoxyquinoline

~%

5,6,7,8-Tetrahydro-6-quinolinol Structure

75414-08-3

5,6,7,8-Tetrahy...

p-Anisidine Structure

104-94-9

p-Anisidine

~%

5,6,7,8-Tetrahydro-6-quinolinol Structure

75414-08-3

5,6,7,8-Tetrahy...

8-phenyl-2,3,4,4a,5,6,7,8-octahydro-quinoline Structure

69956-10-1

8-phenyl-2,3,4,...

~%

8-phenylquinoline Structure

605-04-9

8-phenylquinoline

8-phenyl-5,6,7,8-tetrahydro-quinoline Structure

56826-78-9

8-phenyl-5,6,7,...

8-phenyl-1,2,3,4-tetrahydro-quinoline Structure

60640-18-8

8-phenyl-1,2,3,...

8-Methylquinoline Structure

611-32-5

8-Methylquinoline

~49%

8-Methyl-1,2,3,4-tetrahydroquinoline Structure

52601-70-4

8-Methyl-1,2,3,...

8-methyl-5,6,7,8-tetrahydroquinoline Structure

52601-66-8

8-methyl-5,6,7,...

8-Methoxyquinoline Structure

938-33-0

8-Methoxyquinoline

~41%

5,6,7,8-tetrahydroquinoline Structure

10500-57-9

5,6,7,8-tetrahy...

8-Methoxy-1,2,3,4-tetrahydroquinoline Structure

53899-17-5

8-Methoxy-1,2,3...

8-Methoxy-5,6,7,8-tetrahydroquinoline Structure

75414-07-2

8-Methoxy-5,6,7...

2-Anisidine Structure

90-04-0

2-Anisidine

~%

8-Methoxy-5,6,7,8-tetrahydroquinoline Structure

75414-07-2

8-Methoxy-5,6,7...

8-Methylquinoline Structure

611-32-5

8-Methylquinoline

~30%

8-Methyl-1,2,3,4-tetrahydroquinoline Structure

52601-70-4

8-Methyl-1,2,3,...

8-methyl-5,6,7,8-tetrahydroquinoline Structure

52601-66-8

8-methyl-5,6,7,...

6-Hydroxyquinoline Structure

580-16-5

6-Hydroxyquinoline

~41%

5,6,7,8-tetrahydroquinoline Structure

10500-57-9

5,6,7,8-tetrahy...

5,6,7,8-Tetrahydro-6-quinolinol Structure

75414-08-3

5,6,7,8-Tetrahy...

8-t-butyl-2,3,4,4a,5,6,7,8-octahydroquinoline Structure

343773-77-3

8-t-butyl-2,3,4...

~%

N/A Structure

75414-05-0

N/A

8-(tert-butyl)quinoline Structure

75413-96-6

8-(tert-butyl)q...

8-(tert-butyl)-1,2,3,4-tetrahydroquinoline Structure

75413-99-9

8-(tert-butyl)-...

6-tert-butyl quinoline Structure

68141-13-9

6-tert-butyl qu...

~%

6-(tert-butyl)-1,2,3,4-tetrahydroquinoline Structure

75413-98-8

6-(tert-butyl)-...

6-tert-butyl quinoline Structure

68141-13-9

6-tert-butyl qu...

~6%

6-(tert-butyl)-1,2,3,4-tetrahydroquinoline Structure

75413-98-8

6-(tert-butyl)-...

6-(tert-butyl)-5,6,7,8-tetrahydroquinoline Structure

75414-04-9

6-(tert-butyl)-...

Benzene,1-(1,1-dimethylethyl)-4-nitro- Structure

3282-56-2

Benzene,1-(1,1-...

~%

6-(tert-butyl)-1,2,3,4-tetrahydroquinoline Structure

75413-98-8

6-(tert-butyl)-...

ZR DX1&1&1 Structure

769-92-6

ZR DX1&1&1

~%

6-(tert-butyl)-1,2,3,4-tetrahydroquinoline Structure

75413-98-8

6-(tert-butyl)-...

8-t-butyl-2,3,4,4a,5,6,7,8-octahydroquinoline Structure

343773-77-3

8-t-butyl-2,3,4...

~%

8-(tert-butyl)-1,2,3,4-tetrahydroquinoline Structure

75413-99-9

8-(tert-butyl)-...

8-t-butyl-2,3,4,4a,5,6,7,8-octahydroquinoline Structure

343773-77-3

8-t-butyl-2,3,4...

~%

N/A Structure

75414-05-0

N/A

8-(tert-butyl)quinoline Structure

75413-96-6

8-(tert-butyl)q...

8-(tert-butyl)-1,2,3,4-tetrahydroquinoline Structure

75413-99-9

8-(tert-butyl)-...

8-(tert-butyl)quinoline Structure

75413-96-6

8-(tert-butyl)q...

~%

8-(tert-butyl)-1,2,3,4-tetrahydroquinoline Structure

75413-99-9

8-(tert-butyl)-...

8-Fluoroquinoline Structure

394-68-3

8-Fluoroquinoline

~9%

leucoline Structure

91-22-5

leucoline

5,6,7,8-tetrahydroquinoline Structure

10500-57-9

5,6,7,8-tetrahy...

1,2,3,4-Tetrahydroquinoline Structure

635-46-1

1,2,3,4-Tetrahy...

Detail
8-isopropyl-2,3,4,4a,5,6,7,8-octahydroquinoline Structure

343791-89-9

8-isopropyl-2,3...

~16%

isopropyl quinoline Structure

6457-30-3

isopropyl quinoline

Quinoline, 5,6,7,8-tetrahydro-8-(1-methylethyl)- (9CI) Structure

75414-03-8

Quinoline, 5,6,...

2-propan-2-ylcyclohexan-1-one Structure

1004-77-9

2-propan-2-ylcy...

~%

isopropyl quinoline Structure

6457-30-3

isopropyl quinoline

2-Nitrocumene Structure

6526-72-3

2-Nitrocumene

~%

isopropyl quinoline Structure

6457-30-3

isopropyl quinoline

N/A Structure

26974-22-1

N/A

~%

isopropyl quinoline Structure

6457-30-3

isopropyl quinoline

N-[2-(3-aminopropyl)-6-isopropylcyclohex-1-enyl]pyrrolidine Structure

75414-13-0

N-[2-(3-aminopr...

~%

isopropyl quinoline Structure

6457-30-3

isopropyl quinoline

N-(2-(2-cyanoethyl)-6-isopropylcyclohex-1-enyl)pyrrolidine Structure

75414-12-9

N-(2-(2-cyanoet...

~%

isopropyl quinoline Structure

6457-30-3

isopropyl quinoline

ZR DX1&1&1 Structure

769-92-6

ZR DX1&1&1

Glycerol Structure

56-81-5

Glycerol

~30%

6-tert-butyl quinoline Structure

68141-13-9

6-tert-butyl qu...


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