e.g. Filippa Pettersson or Cancer Res. 75(6) , 1102-12, (2015) or 10.1002/anie.201600521

Efficient Solution??Phase Parallel Synthesis of 4??Substituted N??Protected Piperidines

…, AM Kauppi, R Olsson, F Almqvist

Index: Wang, Xiaoyang; Kauppi, Anna M.; Olsson, Roger; Almqvist, Fredrik European Journal of Organic Chemistry, 2003 , # 23 p. 4586 - 4592

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Citation Number: 0

Abstract

Abstract Practical conditions for the synthesis of 4-substituted N-protected piperidines through CuCN· 2LiBr-catalyzed organozinc additions to 1-acylpyridinium salts and subsequent hydrogen-transfer hydrogenation have been established. The reaction sequence is performed at room temperature and provides 4-substituted N-protected piperidines in excellent overall yields without the isolation of intermediate ...

phenyl 4-tert-butyl-4H-pyridine-1-carboxylate Structure

phenyl 4-tert-b...

~89%

phenyl 4-tert-butylpiperidine-1-carboxylate Structure

phenyl 4-tert-b...

Pyridine Structure

~%

phenyl 4-tert-butylpiperidine-1-carboxylate Structure

phenyl 4-tert-b...

Phenyl chloroformate Structure

Phenyl chloroformate

~%

phenyl 4-tert-butylpiperidine-1-carboxylate Structure

phenyl 4-tert-b...

phenyl 4-(3-methylbutyl)-4H-pyridine-1-carboxylate Structure

phenyl 4-(3-met...

~88%

phenyl 4-(3-methylbutyl)piperidine-1-carboxylate Structure

phenyl 4-(3-met...

Pyridine Structure

~%

phenyl 4-(3-methylbutyl)piperidine-1-carboxylate Structure

phenyl 4-(3-met...

Phenyl chloroformate Structure

Phenyl chloroformate

~%

phenyl 4-(3-methylbutyl)piperidine-1-carboxylate Structure

phenyl 4-(3-met...

phenyl 4-butylpiperidine-1-carboxylate Structure

phenyl 4-butylp...

~73%

4-Butylpiperidine Structure

4-Butylpiperidine

phenyl 4-ethylpiperidine-1-carboxylate Structure

phenyl 4-ethylp...

~60%

Piperidine, 4-ethyl- Structure

Piperidine, 4-ethyl-

phenyl 4-cyclopentyl-4H-pyridine-1-carboxylate Structure

phenyl 4-cyclop...

~87%

phenyl 4-cyclopentylpiperidine-1-carboxylate Structure

phenyl 4-cyclop...

Pyridine Structure

~%

phenyl 4-cyclopentylpiperidine-1-carboxylate Structure

phenyl 4-cyclop...

Phenyl chloroformate Structure

Phenyl chloroformate

~%

phenyl 4-cyclopentylpiperidine-1-carboxylate Structure

phenyl 4-cyclop...

Pyridine Structure

butylzinc bromide Structure

butylzinc bromide

Phenyl chloroformate Structure

Phenyl chloroformate

~93%

phenyl 4-butyl-4H-pyridine-1-carboxylate Structure

phenyl 4-butyl-...

phenyl 4-(2-methylphenyl)-4H-pyridine-1-carboxylate Structure

phenyl 4-(2-met...

~89%

phenyl 4-(2-methylphenyl)piperidine-1-carboxylate Structure

phenyl 4-(2-met...

Pyridine Structure

~%

phenyl 4-(2-methylphenyl)piperidine-1-carboxylate Structure

phenyl 4-(2-met...

Phenyl chloroformate Structure

Phenyl chloroformate

~%

phenyl 4-(2-methylphenyl)piperidine-1-carboxylate Structure

phenyl 4-(2-met...

tert-butyl 4-(o-tolyl)pyridine-1(4H)-carboxylate Structure

tert-butyl 4-(o...

~%

tert-butyl 4-(2-methylphenyl)piperidine-1-carboxylate Structure

tert-butyl 4-(2...

Pyridine Structure

~%

tert-butyl 4-(2-methylphenyl)piperidine-1-carboxylate Structure

tert-butyl 4-(2...

phenyl 4-(2-methylphenyl)-4H-pyridine-1-carboxylate Structure

phenyl 4-(2-met...

~%

tert-butyl 4-(2-methylphenyl)piperidine-1-carboxylate Structure

tert-butyl 4-(2...

phenyl 4-tert-butylpiperidine-1-carboxylate Structure

phenyl 4-tert-b...

~76%

4-tert-butylpiperidine Structure

4-tert-butylpip...

Pyridine Structure

~%

4-tert-butylpiperidine Structure

4-tert-butylpip...

phenyl 4-tert-butyl-4H-pyridine-1-carboxylate Structure

phenyl 4-tert-b...

~%

4-tert-butylpiperidine Structure

4-tert-butylpip...

1(4H)-Pyridinecarboxylicacid,4-ethyl-,phenylester(9CI) Structure

1(4H)-Pyridinec...

~92%

phenyl 4-ethylpiperidine-1-carboxylate Structure

phenyl 4-ethylp...

Pyridine Structure

~%

phenyl 4-ethylpiperidine-1-carboxylate Structure

phenyl 4-ethylp...

Phenyl chloroformate Structure

Phenyl chloroformate

~%

phenyl 4-ethylpiperidine-1-carboxylate Structure

phenyl 4-ethylp...

phenyl 4-butyl-4H-pyridine-1-carboxylate Structure

phenyl 4-butyl-...

~89%

phenyl 4-butylpiperidine-1-carboxylate Structure

phenyl 4-butylp...

Pyridine Structure

~%

phenyl 4-butylpiperidine-1-carboxylate Structure

phenyl 4-butylp...

Phenyl chloroformate Structure

Phenyl chloroformate

~%

phenyl 4-butylpiperidine-1-carboxylate Structure

phenyl 4-butylp...