N-Isocyanodialkylamines generated in situ for the Joullié–Ugi reaction with indolenines

Результат исследований: Научные публикации в периодических изданияхстатья

1 цитирование (Scopus)

Выдержка

N-Isocyanodialkylamines are rare isocyanide surrogates for the Ugi-type reactions. To avoid problems with instability and the obnoxious smell of these reagents, we optimized and employed a convenient protocol for in situ dehydration of N,N-dialkyl-N′-formyl hydrazines to give the respective N-isocyanodialkylamines which were utilized in the reaction with indolenines and acetic acid. The reaction was demonstrated to give modest to excellent yields of products incorporating the N-isocyanodialkylamine but not the carboxylic acid component.

Язык оригиналаанглийский
Страницы (с-по)3532-3536
Число страниц5
ЖурналTetrahedron Letters
Том59
Номер выпуска39
DOI
СостояниеОпубликовано - 26 сен 2018

Отпечаток

Hydrazines
Smell
Cyanides
Carboxylic Acids
Dehydration
Acetic Acid

Предметные области Scopus

  • Биохимия
  • Поиск новых лекарств
  • Органическая химия

Цитировать

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abstract = "N-Isocyanodialkylamines are rare isocyanide surrogates for the Ugi-type reactions. To avoid problems with instability and the obnoxious smell of these reagents, we optimized and employed a convenient protocol for in situ dehydration of N,N-dialkyl-N′-formyl hydrazines to give the respective N-isocyanodialkylamines which were utilized in the reaction with indolenines and acetic acid. The reaction was demonstrated to give modest to excellent yields of products incorporating the N-isocyanodialkylamine but not the carboxylic acid component.",
keywords = "In situ dehydration, Joulli{\'e}–Ugi reaction, Multicomponent reactions, Mumm rearrangement, N-Isocyanodialkylamines, O-Deacylation",
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N-Isocyanodialkylamines generated in situ for the Joullié–Ugi reaction with indolenines. / Golubev, Pavel; Krasavin, Mikhail.

В: Tetrahedron Letters, Том 59, № 39, 26.09.2018, стр. 3532-3536.

Результат исследований: Научные публикации в периодических изданияхстатья

TY - JOUR

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AU - Golubev, Pavel

AU - Krasavin, Mikhail

PY - 2018/9/26

Y1 - 2018/9/26

N2 - N-Isocyanodialkylamines are rare isocyanide surrogates for the Ugi-type reactions. To avoid problems with instability and the obnoxious smell of these reagents, we optimized and employed a convenient protocol for in situ dehydration of N,N-dialkyl-N′-formyl hydrazines to give the respective N-isocyanodialkylamines which were utilized in the reaction with indolenines and acetic acid. The reaction was demonstrated to give modest to excellent yields of products incorporating the N-isocyanodialkylamine but not the carboxylic acid component.

AB - N-Isocyanodialkylamines are rare isocyanide surrogates for the Ugi-type reactions. To avoid problems with instability and the obnoxious smell of these reagents, we optimized and employed a convenient protocol for in situ dehydration of N,N-dialkyl-N′-formyl hydrazines to give the respective N-isocyanodialkylamines which were utilized in the reaction with indolenines and acetic acid. The reaction was demonstrated to give modest to excellent yields of products incorporating the N-isocyanodialkylamine but not the carboxylic acid component.

KW - In situ dehydration

KW - Joullié–Ugi reaction

KW - Multicomponent reactions

KW - Mumm rearrangement

KW - N-Isocyanodialkylamines

KW - O-Deacylation

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JO - Tetrahedron Letters

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