14618-59-8Relevant articles and documents
Tarbell,Insalaco
, (1967)
A convenient transformation of N-substituted ureas into N-(t-butoxycarbonyl)amines using a copper(II) salt-lithium t-butoxide system
Yamaguchi, Jun-ichi,Shusa, Yuji,Suyama, Takayuki
, p. 8251 - 8254 (1999)
Treatment of N-substituted ureas with a copper(II) reagent prepared from lithium t-butoxide and copper(II) halide led to give the corresponding N-(t-butoxycarbonyl)amines under mild conditions. On the contrary, no reaction of N,N-disubstituted ureas proce
A convenient coupling reaction of isocyanates with t-alcohols with catalytic amount of SmI2 in the presence of HMPA
Kim, Yong Hae,Park, Heui Sul
, p. 261 - 262 (1998)
Treatment of isocyanates with tertiary alcohols in the presence of catalytic amount (10 mol%) of samarium diiodide and HMPA in the THF at - 78°C under mild conditions afforded the corresponding carbamates in excellent yields within a few minutes.
Ultrasound promoted environmentally benign, highly efficient, and chemoselective N-tert-butyloxycarbonylation of amines by reusable sulfated polyborate
Pise, Ashok S.,Ingale, Ajit P.,Dalvi, Navnath R.
supporting information, p. 3768 - 3780 (2021/10/26)
The sulfated polyborate catalyzed an efficient and chemoselective N-tert-butyloxycarbonylation of amines under ultrasonic irradiation is developed. A broad substrate scope has been demonstrated for N-Boc protection of various primary/secondary amines. It allows converting several aliphatic/aryl/heteroaryl amines, amino alcohol, aminoester, and chiral amines to their N-Boc-protected derivatives under solvent-free conditions with excellent yields. The protocol has several advantages such as easy catalyst, and product isolation, short reaction time, excellent yields, outstanding chemoselectivity, and catalyst recyclability, among others. This makes the process practicable, economical, and environmentally benign.
Nanoceria as an efficient and green catalyst for the chemoselective N-tert-butyloxycarbonylation of amines under the solvent-free conditions
Garad, Dnyaneshwar N.,Ingale, Ajit P.,Shinde, Sandeep V.,Ukale, Dattatraya
supporting information, p. 1656 - 1668 (2021/04/05)
Nanocerium oxide mediated an efficient and green protocol has been described for the chemoselective N-tert-butyloxycarbonylation of amines under the solvent-free conditions at ambient temperature. Various aliphatic, aromatic and heteroaromatic amines were protected using developed protocol and several functional groups such as alcohol, phenol and ester were well tolerated under these conditions. The rapid reaction rate, mild conditions, very good functional group tolerance, excellent yield, solvent-free, easy recovery products and excellent catalyst recyclability are the advantages of this protocol. This makes the protocol feasible, economical and environmentally benign.
Tert-Butyl(3-cyano-4,6-dimethylpyridin-2-yl)carbonate as a green and chemoselective N-tert-butoxycarbonylation reagent
Du, Fangyu,Zhou, Qifan,Fu, Yang,Zhao, Hanqi,Chen, Yuanguang,Chen, Guoliang
supporting information, p. 6549 - 6554 (2019/05/04)
The use of tert-butyl(3-cyano-4,6-dimethylpyridin-2-yl)carbonate as a chemoselective tert-butoxycarbonylation reagent for aromatic and aliphatic amines has been demonstrated. To gain insight into this reaction, in situ React IR technology was used to confirm the effectivity and chemoselectivity of this novel Boc reagent. The reaction was carried out chemoselectively in high yield under mild, environment-friendly conditions and was completed quickly within 1 hour. Simultaneously, the Boc carrier was easily recyclable, and has great application prospects for industrial production.
